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H-Val-Pro-Pro-OH

CAT: 0804-HY-114161-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-114161-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
H-Val-Pro-Pro-OH, a milk-derived proline peptides derivative, is an inhibitor of Angiotensin I converting enzyme (ACE), with an IC50 of 9 μM.
CAS Number
58872-39-2
Product Name Alternative
GCA-1, GCA-2
UNSPSC
12352209
Target
Angiotensin Receptor
Type
Peptides
Related Pathways
GPCR/G Protein
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease; Inflammation/Immunology; Endocrinology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/H-Val-Pro-Pro-OH.html
Purity
99.86
Solubility
DMSO : 12.5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
N[C@@H](C(C)C)C(N1CCC[C@H]1C(N2CCC[C@H]2C(O)=O)=O)=O
Molecular Formula
C15H25N3O4
Molecular Weight
311.38
References & Citations
[1]Nakamura Y, et al. Purification and characterization of angiotensin I-converting enzyme inhibitors from sour milk. J Dairy Sci. 1995 Apr;78 (4) :777-83.|[2]Chakrabarti S, et al. Milk-Derived Tripeptides IPP (Ile-Pro-Pro) and VPP (Val-Pro-Pro) Enhance Insulin Sensitivity and Prevent Insulin Resistance in 3T3-F442A Preadipocytes. J Agric Food Chem. 2018 Oct 3;66 (39) :10179-10187.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture and light)
Scientific Category
Peptides
Clinical Information
No Development Reported

Chemical Information

Val-Pro-Pro

Val-Pro-Pro is a tripeptide composed of L-valine and two L-proline units joined by peptide linkages. It has a role as a metabolite. It is functionally related to a L-valine and a L-proline.

CAS Number58872-39-2
PubChem CID9818200
IUPAC Name(2S)-1-[(2S)-1-[(2S)-2-amino-3-methylbutanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
Molecular FormulaC15H25N3O4
Molecular Weight311.38
XLogP-2.1
Topological Polar Surface Area104
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count22
Formal Charge0
Complexity466
SMILES
CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O)N
InChI
InChI=1S/C15H25N3O4/c1-9(2)12(16)14(20)17-7-3-5-10(17)13(19)18-8-4-6-11(18)15(21)22/h9-12H,3-8,16H2,1-2H3,(H,21,22)/t10-,11-,12-/m0/s1
InChIKey
DOFAQXCYFQKSHT-SRVKXCTJSA-N
Chemical Structure
2D Structure
2D structure of Val-Pro-Pro
CAS: 58872-39-2
CID: 9818200
Formula: C15H25N3O4
MW: 311.38
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight311.38
XLogP3-2.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass311.18450629
Monoisotopic Mass311.18450629
Topological Polar Surface Area104 Ų
Heavy Atom Count22
Formal Charge0
Complexity466
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A18868-200H-Val-Pro-Pro-OH 200mg
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A18868-10H-Val-Pro-Pro-OH 10mg
A18868-25H-Val-Pro-Pro-OH 25mg

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