1. Metabolic Enzyme/Protease Apoptosis Anti-infection
  2. Fatty Acid Synthase (FASN) Apoptosis Fungal
  3. trans-Chalcone

trans-Chalcone, isolated from Aronia melanocarpa skin, is a biphenolic core structure of flavonoids precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase inhibitor. trans-Chalcone causes cellcycle arrest and induces apoptosis in the breastcancer cell line MCF-7. trans-Chalcone has antifungal and anticancer activity.

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trans-Chalcone Chemical Structure

trans-Chalcone Chemical Structure

CAS No. : 614-47-1

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Description

trans-Chalcone, isolated from Aronia melanocarpa skin, is a biphenolic core structure of flavonoids precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase inhibitor. trans-Chalcone causes cellcycle arrest and induces apoptosis in the breastcancer cell line MCF-7. trans-Chalcone has antifungal and anticancer activity[1][2][3].

Cellular Effect
Cell Line Type Value Description References
2008 IC50
33.4 μM
Compound: 17
Cytotoxicity in human OV2008 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human OV2008 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
A2780 IC50
67.5 μM
Compound: 17
Cytotoxicity in human A2780 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human A2780 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
A2780 GI50
7.3 μM
Compound: Chalcone
Antiproliferative activity against human A2780 cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
Antiproliferative activity against human A2780 cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
[PMID: 34262643]
A549 IC50
> 10 μM
Compound: 69
Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by SRB assay
[PMID: 35026948]
A549 IC50
> 20 μM
Compound: 1
Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay
Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay
[PMID: 19883086]
A549 IC50
69.19 μM
Compound: Chalcone
Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
Antiproliferative activity against human A549 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
[PMID: 32992255]
BT-20 IC50
21.1 μM
Compound: 17
Cytotoxicity in human BT20 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human BT20 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
CAL-51 GI50
1.85 μM
Compound: SSE14101
Antiproliferative activity against human CAL51 cells assessed as growth inhibition after 3 days by SRB assay
Antiproliferative activity against human CAL51 cells assessed as growth inhibition after 3 days by SRB assay
[PMID: 28743509]
CHO IC50
23 μM
Compound: 17
Cytotoxicity in CHO cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in CHO cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
DLD-1 EC50
25 μM
Compound: 4
Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
[PMID: 36356534]
DU-145 IC50
50.1 μM
Compound: 17
Cytotoxicity in human DU145 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human DU145 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
Epithelial cell IC50
> 50 μM
Compound: 1
Cytotoxicity against human kidney epithelial cells after 44 hrs by MTT assay
Cytotoxicity against human kidney epithelial cells after 44 hrs by MTT assay
[PMID: 18378360]
FHC CC50
71 μM
Compound: 4
Cytotoxicity against human FHC cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
Cytotoxicity against human FHC cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
[PMID: 36356534]
HCT-116 EC50
11 μM
Compound: 4
Cytotoxicity against p53-/- human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
Cytotoxicity against p53-/- human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
[PMID: 36356534]
HCT-116 GI50
15.7 μM
Compound: 18
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
[PMID: 28177228]
HCT-116 GI50
15.7 μM
Compound: C1
Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay
Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay
[PMID: 26994844]
HCT-116 GI50
3.96 μM
Compound: SSE14101
Antiproliferative activity against human HCT116 cells assessed as growth inhibition after 3 days by SRB assay
Antiproliferative activity against human HCT116 cells assessed as growth inhibition after 3 days by SRB assay
[PMID: 28743509]
HCT-116 EC50
9.5 μM
Compound: 4
Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
[PMID: 36356534]
HEK293 IC50
10.7 μM
Compound: 17
Cytotoxicity in HEK293 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in HEK293 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
HEK293 EC50
11 μM
Compound: 5d
Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells after 24 hrs by firefly/renilla dual luciferase reporter gene assay
Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells after 24 hrs by firefly/renilla dual luciferase reporter gene assay
[PMID: 24275249]
HeLa EC50
> 50000 nM
Compound: 2a
Antimitotic activity in human HeLa cells assessed as cell density loss after 24 hrs by Hoechst 33342 staining
Antimitotic activity in human HeLa cells assessed as cell density loss after 24 hrs by Hoechst 33342 staining
[PMID: 23524161]
HepG2 IC50
> 100 μM
Compound: 1
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
[PMID: 22658085]
HK-2 IC50
30.5 μM
Compound: 1
Growth inhibition of HK2 cells by sulforhodamine assay
Growth inhibition of HK2 cells by sulforhodamine assay
[PMID: 17383189]
HL-60 IC50
55.4 μM
Compound: 1
Cytotoxicity against human HL60 cells by MTT assay
Cytotoxicity against human HL60 cells by MTT assay
[PMID: 25091929]
HT-29 GI50
> 20 μM
Compound: Chalcone
Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
[PMID: 34262643]
HT-29 EC50
14 μM
Compound: 4
Cytotoxicity against human HT-29 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
Cytotoxicity against human HT-29 cells assessed as reduction in cell viability incubated for 48 hrs by AlamarBlue-based assay
[PMID: 36356534]
HT-29 IC50
45.9 μM
Compound: Chalcone
Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
Antiproliferative activity against human HT-29 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
[PMID: 32992255]
HT-29 IC50
70 μM
Compound: 1
Growth inhibition of HT29 cells by sulforhodamine assay
Growth inhibition of HT29 cells by sulforhodamine assay
[PMID: 17383189]
Jurkat IC50
17.1 μM
Compound: 2a
Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay
Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay
[PMID: 23524161]
K562 IC50
3.8 μM
Compound: 2ee
Antiproliferative activity against human K562 cells after 5 days by MTT assay
Antiproliferative activity against human K562 cells after 5 days by MTT assay
[PMID: 19837593]
KB IC50
> 10 μM
Compound: 69
Antiproliferative activity against human KB cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human KB cells assessed as reduction in cell viability after 72 hrs by SRB assay
[PMID: 35026948]
L1210 IC50
> 100 μM
Compound: 2a
Cytotoxicity against mouse L1210 cells after 24 hrs by MTT assay
Cytotoxicity against mouse L1210 cells after 24 hrs by MTT assay
[PMID: 23524161]
L929 IC50
6.92 μg/mL
Compound: 52
Cytotoxicity against mouse L929 cells after 72 hrs by resazurin assay
Cytotoxicity against mouse L929 cells after 72 hrs by resazurin assay
[PMID: 22360533]
L929 CC50
89.3 μM
Compound: 12
Cytotoxicity in mouse NCTC-929 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
Cytotoxicity in mouse NCTC-929 cells assessed as reduction in cell viability incubated for 48 hrs by MTT assay
[PMID: 31000155]
MCF7 IC50
> 10 μM
Compound: 69
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by SRB assay
[PMID: 35026948]
MCF7 GI50
12.4 μM
Compound: 18
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
[PMID: 28177228]
MCF7 GI50
12.4 μM
Compound: C1
Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay
[PMID: 26994844]
MCF7 IC50
12.6 μM
Compound: 17
Cytotoxicity in human MCF7 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human MCF7 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
MCF7 IC50
63 μM
Compound: 1
Growth inhibition of MCF7 cells by sulforhodamine assay
Growth inhibition of MCF7 cells by sulforhodamine assay
[PMID: 17383189]
MDA-MB-231 IC50
> 10 μM
Compound: 69
Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by SRB assay
[PMID: 35026948]
MDA-MB-231 IC50
42.8 μM
Compound: Chalcone
Antiproliferative activity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 4 hrs by MTT assay
[PMID: 32992255]
MDA-MB-231 IC50
6.7 μM
Compound: 17
Cytotoxicity in human MDA-MB-231 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human MDA-MB-231 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
MSTO-211H GI50
8.2 μM
Compound: Chalcone
Antiproliferative activity against human MSTO-211H cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
Antiproliferative activity against human MSTO-211H cells assessed as cell growth inhibition measured after 72 hrs by trypan blue assay
[PMID: 34262643]
NALM-6 IC50
23.9 μM
Compound: 1
Cytotoxicity against human NALM6 cells by MTT assay
Cytotoxicity against human NALM6 cells by MTT assay
[PMID: 25091929]
Neutrophil IC50
13 μM
Compound: 12
Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 5.5 mM glucose by luminol-amplified chemiluminescence method
Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 5.5 mM glucose by luminol-amplified chemiluminescence method
[PMID: 33006891]
Neutrophil IC50
27 μM
Compound: 12
Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 30 mM glucose by luminol-amplified chemiluminescence method
Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 30 mM glucose by luminol-amplified chemiluminescence method
[PMID: 33006891]
NIH3T3 IC50
> 20 μM
Compound: 1a
Inhibition of cobalt chloride-induced HIF-1 activation expressed in mouse NIH3T3 cells after 8 hrs by luciferase reporter gene assay
Inhibition of cobalt chloride-induced HIF-1 activation expressed in mouse NIH3T3 cells after 8 hrs by luciferase reporter gene assay
[PMID: 21112783]
PANC-1 IC50
26 μM
Compound: 17
Cytotoxicity in human PANC1 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human PANC1 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
PBMC IC50
27 μM
Compound: 2a
Cytotoxicity against human PBMC cells after 24 hrs by MTT assay
Cytotoxicity against human PBMC cells after 24 hrs by MTT assay
[PMID: 23524161]
Peritoneal macrophage cell EC50
9.5 μM
Compound: 10
Cytotoxicity against BALB/c mouse peritoneal macrophages incubated for 24 hrs by MTT assay
Cytotoxicity against BALB/c mouse peritoneal macrophages incubated for 24 hrs by MTT assay
[PMID: 26055530]
TK-10 IC50
42 μM
Compound: 1
Growth inhibition of TK10 cells by sulforhodamine assay
Growth inhibition of TK10 cells by sulforhodamine assay
[PMID: 17383189]
WM-115 IC50
43.1 μM
Compound: 1
Cytotoxicity against human WM115 cells by MTT assay
Cytotoxicity against human WM115 cells by MTT assay
[PMID: 25091929]
ZR-75-1 IC50
13.7 μM
Compound: 17
Cytotoxicity in human ZR-75-1 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
Cytotoxicity in human ZR-75-1 cells assessed as reduction in cell viability incubated for 68 hrs by MTT assay
[PMID: 28411546]
In Vitro

trans-Chalcone competitively inhibits porcine pancreatic α-amylase with a Ki of 48 μM[2].
trans-Chalcone (30.23-98.03 μM; 24 hours) induces cell cycle arrest and apoptosis in MCF-7 cells[1].
trans-Chalcone (20-80 μM; 24, 48 hours) reduces the expression of the apoptosis-related protein Bcl-2[1].
trans-Chalcone (58.25 μM; 6, 24 hours) has greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours[1].
trans-Chalcone (24 hours) inhibits MCF-7 cell viability (IC20=30.23 μM; IC50=58.25 μM; IC80=98.03 μM). trans-Chalcone (48 h) has IC50s of 41.53 μM and 48.41 μM for MCF-7 and 3T3 cell lines, respectively. trans-Chalcone exhibits a pronounced cytotoxicity activity[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Apoptosis Analysis[1]

Cell Line: MCF-7 cell
Concentration: 30.23, 58.25, 98.03 μM
Incubation Time: 24 hours
Result: Induced apoptosis of the breast cancer cell line.

Cell Cycle Analysis[1]

Cell Line: MCF-7 cell
Concentration: 30.23, 58.25, 98.03 μM
Incubation Time: 24 hours
Result: Caused cell cycle arrest in G1.

Western Blot Analysis[1]

Cell Line: MCF-7 cell
Concentration: 20, 40, 80 μM
Incubation Time: 24, 48 hours
Result: Reduced the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene.
There was marked degradation of cyclin D1 at 48 h.

RT-PCR[1]

Cell Line: MCF-7 cell
Concentration: 58.25 μM
Incubation Time: 6, 24 hours
Result: Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours.
Molecular Weight

208.26

Formula

C15H12O

CAS No.
Appearance

Solid

Color

Off-white to light yellow

SMILES

O=C(C1=CC=CC=C1)/C=C/C2=CC=CC=C2

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (480.17 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 4.8017 mL 24.0085 mL 48.0169 mL
5 mM 0.9603 mL 4.8017 mL 9.6034 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (12.00 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (12.00 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 98.65%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 4.8017 mL 24.0085 mL 48.0169 mL 120.0423 mL
5 mM 0.9603 mL 4.8017 mL 9.6034 mL 24.0085 mL
10 mM 0.4802 mL 2.4008 mL 4.8017 mL 12.0042 mL
15 mM 0.3201 mL 1.6006 mL 3.2011 mL 8.0028 mL
20 mM 0.2401 mL 1.2004 mL 2.4008 mL 6.0021 mL
25 mM 0.1921 mL 0.9603 mL 1.9207 mL 4.8017 mL
30 mM 0.1601 mL 0.8003 mL 1.6006 mL 4.0014 mL
40 mM 0.1200 mL 0.6002 mL 1.2004 mL 3.0011 mL
50 mM 0.0960 mL 0.4802 mL 0.9603 mL 2.4008 mL
60 mM 0.0800 mL 0.4001 mL 0.8003 mL 2.0007 mL
80 mM 0.0600 mL 0.3001 mL 0.6002 mL 1.5005 mL
100 mM 0.0480 mL 0.2401 mL 0.4802 mL 1.2004 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Product Name:
trans-Chalcone
Cat. No.:
HY-Y0598
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