Glycyl-L-proline - 10mM in Water , CAS No.704-15-4

CAS: 704-15-4 Cat. No.: G425604 Molecular Weight: 172.18 EC Number: 211-880-2

GRADE & PURITY 10mM in Water

Synonyms

Glycyl-L-proline|704-15-4|H-Gly-Pro-OH|gly-pro|N-glycylproline|N-Glycyl-L-proline|Glycylproline|L-Proline, glycyl-|(S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid|Glycyl proline|Glycyl-proline|Proline, 1-glycyl-, L-|L-Proline, 1-glycyl-|(2S)-1-(2-amino

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Gly-Pro is a chemical found to exhibit anti-ischemic effects on the metabolism of neuroactive amino acids and indices of energy turnover in the neocortex of rats after experimental brain ischemia.
A chemical found to exhibit anti-ischemic effects on the metabolism of neuroactive amino acids

Specifications

Synonyms

Glycyl-L-proline | 704-15-4 | H-Gly-Pro-OH | gly-pro | N-glycylproline | N-Glycyl-L-proline | Glycylproline | L-Proline, glycyl- | (S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid | Glycyl proline | Glycyl-proline | Proline, 1-glycyl-, L- | L-Proline, 1-glycyl- | (2S)-1-(2-amino

Specifications & Purity

10mM in Water

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1CC(N(C1)C(=O)CN)C(=O)O
• IUPAC Name: (2S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid
• InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-N
• INCHI: 1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)O
• WGK Germany: 3
• Molecular Weight: 172.18
• Reaxy-Rn: 84047
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=84047&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Proline and derivatives N-acyl-L-alpha-amino acids Alpha amino acid amides Pyrrolidine carboxylic acids N-acylpyrrolidines Tertiary carboxylic acid amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - Proline or derivatives - N-acyl-alpha-amino acid - N-acyl-l-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine carboxylic acid - Tertiary carboxylic acid amide - Pyrrolidine - Amino acid or derivatives - Carboxamide group - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Primary aliphatic amine - Organic oxide - Carbonyl group - Organopnictogen compound - Amine - Organonitrogen compound - Organooxygen compound - Primary amine - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: dipeptide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACE Tclin Angiotensin-converting enzyme (1423 Activities)

Discover Target: ACE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 Activities)

Discover Target: SLC15A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)

Discover Target: SLCO2B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Slc15a2 Oligopeptide transporter, kidney isoform (114 Activities)

Discover Target: Slc15a2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Specific Rotation[α]: -114° (C=4,H2O)
• Molecular Weight: 172.180 g/mol
• XLogP3: -3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.085 Da
• Monoisotopic Mass: 172.085 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 205.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xinping Hu, Chuhang Zhou, Leqi Wang, Qi Liu, Yining Ma, Yingwei Tang, Xiaoxiao Wang, Kanghao Chen, Xinyu Wang, Yan Liu.  (2023)  Procedurally Targeted Delivery of Antitumor Drugs Using FAPα-Responsive TPGS Dimer-Based Flower-like Polymeric Micelles.  ACS Applied Bio Materials,      [PMID:37702706] [10.1021/acsabm.3c00543]

2. Xinyuan Zhou, Pan Zhang, Nan Liu, Xiao Zhang, Hui Lv, Wei Xu, Meirong Huo.  (2023)  Enhancing chemotherapy for pancreatic cancer through efficient and sustained tumor microenvironment remodeling with a fibroblast-targeted nanosystem.  JOURNAL OF CONTROLLED RELEASE,      [PMID:37536546] [10.1016/j.jconrel.2023.07.061]

3. SunHongzheng , HanLongsen , GuoYueshuai , AnHuiqing , WangBing , ZhangXiangzheng , LiJiashuo , JiangYingtong , WangYue , SunGuangyi , ZhuShuai , TangShoubin , GeJuan , ChenMinjian , GuoXuejiang , WangQiang.  (2024)  The global phosphorylation landscape of mouse oocytes during meiotic maturation.  EMBO JOURNAL,      [PMID:39256562] [10.1038/s44318-024-00222-1]

4. Feifeng Song, Qi Zhang, Zhentao Zhang, Tong Xu, Hui Qin, Yutao Lou, Wanli Zhang, Feng Liu, Yiwen Zhang, Ping Huang.  (2025)  Epigenetic Regulation of PEPT2 as a Novel Strategy to Improve the Antitumor Efficacy of Lenalidomide in Clear Cell Renal Cell Carcinoma.  FASEB JOURNAL,  39  (12): (e70727).  [PMID:40504084] [10.1096/fj.202500857R]