Cyclo(his-pro) (Synonyms: Cyclo(histidyl-proline); Histidylproline diketopiperazine)

Cat. No.: HY-101402: FAQs
Data Sheet SDS Handling Instructions

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Cyclo(his-pro) (Cyclo(histidyl-proline)) is an orally active cyclic dipeptide structurally related to tyreotropin-releasing hormone. Cyclo(his-pro) could inhibit NF-κB nuclear accumulation. Cyclo(his-pro) can cross the brain-blood-barrier and affect diverse inflammatory and stress responses.

For research use only. We do not sell to patients.

Cyclo(his-pro) Chemical Structure

CAS No. : 53109-32-3

Size	Price	Stock
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in Water ready for reconstitution	USD 99	Ask For Quote & Lead Time
Solution
10 mM * 1 mL in Water	USD 99	Ask For Quote & Lead Time
Solid
5 mg	USD 90	Ask For Quote & Lead Time
10 mg	USD 150	Ask For Quote & Lead Time
25 mg	USD 290	Ask For Quote & Lead Time
50 mg	USD 540	Ask For Quote & Lead Time
100 mg	USD 970	Ask For Quote & Lead Time

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This product is a controlled substance and not for sale in your territory.

Other Forms of Cyclo(his-pro):

Cyclo(his-pro) TFA Get quote

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Biological Activity
Purity & Documentation
References
Customer Review

Description

Cyclo(his-pro) (Cyclo(histidyl-proline)) is an orally active cyclic dipeptide structurally related to tyreotropin-releasing hormone^[1]. Cyclo(his-pro) could inhibit NF-κB nuclear accumulation. Cyclo(his-pro) can cross the brain-blood-barrier and affect diverse inflammatory and stress responses^[2].

IC₅₀ & Target^[1]

NF-κB

Human Endogenous Metabolite

In Vitro

cyclo(his-pro) (Cyclo(histidyl-proline); 50 μM; 1-48 hours) increases the nuclear level of Nrf2 and inhibits NF-κB nuclear translocation. Cyclo(His-Pro) alone has no effect on nuclear translocation of these transcription factors^[2].
cyclo(his-pro) (50 μM; prior to PQ exposure for 48 hours) abolishes protein nitration that followed paraquat (PQ) exposure and lessenes its functional consequences, as shown by decrease in cell apoptosis, detected by caspase 3 activity and by cytochrome c release^[2].
Cyclo(his-pro) inhibits NF-κB nuclear accumulation induced by paraquat in rat pheochromocytoma PC12 cells via the Nrf2/heme oxygenase-1 pathway^[2].

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

Western Blot Analysis^[1]

Cell Line:	PC12 cells
Concentration:	50 μM
Incubation Time:	1, 2, 4, 8, 24, 48 hours
Result:	Increased the nuclear level of Nrf2 and inhibited NF-κB nuclear translocation.

In Vivo

Cyclo(his-pro) (Cyclo(histidyl-proline); 1.8 mg/ear; topical application on the right ear; 30 min prior to TPA) reduces TPA-induced ear oedema confirming that it can exert anti-inflammatory effect^[2].
Cyclo(his-pro) exerts in vivo anti-inflammatory effects in the central nervous system by down-regulating hepatic and cerebral TNFα expression thereby counteracting LPS-induced gliosis. Moreover, by up-regulating Bip, Cyclo(his-pro) increases the ER stress sensitivity andtriggers the unfolded protein response to alleviate the ER stress^[3].

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

Animal Model:	Sixty two/three month-old male C57BL/6 mice (25-30 g)^[2]
Dosage:	1.8 mg/ear
Administration:	Topical application on the right ear; 30 min prior to TPA
Result:	Reduced TPA-induced ear oedema.

Molecular Weight

234.25

Formula

C₁₁H₁₄N₄O₂

CAS No.

53109-32-3

Appearance

Solid

Color

Light yellow to yellow

Sequence Shortening

Cyclo(HP)

SMILES

O=C(N[C@H]1CC2=CN=CN2)[C@@](CCC3)([H])N3C1=O

Structure Classification

Others

Initial Source

Endogenous metabolite

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:

H₂O : ≥ 30 mg/mL (128.07 mM)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.2689 mL	21.3447 mL	42.6894 mL
5 mM	0.8538 mL	4.2689 mL	8.5379 mL
10 mM	0.4269 mL	2.1345 mL	4.2689 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.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

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(per animal)

μL

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.

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).

Purity & Documentation

Data Sheet (277 KB) SDS (135 KB) Handling Instructions (2659 KB)

References

[1]. Grottelli S, et al. The Role of Cyclo(His-Pro) in Neurodegeneration. Int J Mol Sci. 2016 Aug 12;17(8). pii: E1332. [Content Brief]

[2]. Minelli A, et al. Cyclo(His-Pro) exerts anti-inflammatory effects by modulating NF-κB and Nrf2 signalling. Int J Biochem Cell Biol. 2012 Mar;44(3):525-35. [Content Brief]

[3]. Bellezza I, et al. Neuroinflammation and endoplasmic reticulum stress are coregulated by cyclo(His-Pro) to prevent LPS neurotoxicity. Int J Biochem Cell Biol. 2014 Jun;51:159-69. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

H₂O	1 mM	4.2689 mL	21.3447 mL	42.6894 mL	106.7236 mL
	5 mM	0.8538 mL	4.2689 mL	8.5379 mL	21.3447 mL
	10 mM	0.4269 mL	2.1345 mL	4.2689 mL	10.6724 mL
	15 mM	0.2846 mL	1.4230 mL	2.8460 mL	7.1149 mL
	20 mM	0.2134 mL	1.0672 mL	2.1345 mL	5.3362 mL
	25 mM	0.1708 mL	0.8538 mL	1.7076 mL	4.2689 mL
	30 mM	0.1423 mL	0.7115 mL	1.4230 mL	3.5575 mL
	40 mM	0.1067 mL	0.5336 mL	1.0672 mL	2.6681 mL
	50 mM	0.0854 mL	0.4269 mL	0.8538 mL	2.1345 mL
	60 mM	0.0711 mL	0.3557 mL	0.7115 mL	1.7787 mL
	80 mM	0.0534 mL	0.2668 mL	0.5336 mL	1.3340 mL
	100 mM	0.0427 mL	0.2134 mL	0.4269 mL	1.0672 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Cyclo(his-pro) Related Classifications

Neurological Disease Inflammation/Immunology

Help & FAQs

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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