N-CBZ-Glycyl-L-proline 4-nitroanilide - ≥97% , CAS No.65022-15-3

CAS: 65022-15-3 Cat. No.: N331656 Molecular Weight: 426.42

GRADE & PURITY ≥97%

Synonyms

N-Cbz-Glycyl-proline 4-nitroanilide | AKOS025395918 | D96081 | L-Prolinamide,N-[(phenylmethoxy)carbonyl]glycyl-N-(4-nitrophenyl)- | Z-Gly-Pro-PNA | N-[(Benzyloxy)carbonyl]glycyl-N-(4-nitrophenyl)-L-prolinamide | (S)-benzyl 2-(2-(4-nitrophenylcarbamoyl)pyr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N-CBZ-Glycyl-L-proline 4-nitroanilide is a dipeptidyl-aminopeptidase IV and prolyl endopeptidase substrate.

Specifications

Synonyms

N-Cbz-Glycyl-proline 4-nitroanilide | AKOS025395918 | D96081 | L-Prolinamide, N-[(phenylmethoxy)carbonyl]glycyl-N-(4-nitrophenyl)- | Z-Gly-Pro-PNA | N-[(Benzyloxy)carbonyl]glycyl-N-(4-nitrophenyl)-L-prolinamide | (S)-benzyl 2-(2-(4-nitrophenylcarbamoyl)pyr

Specifications & Purity

≥97%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504768371
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768371
• Canonical Smiles: C1CC(N(C1)C(=O)CNC(=O)OCC2=CC=CC=C2)C(=O)NC3=CC=C(C=C3)[N+](=O)[O-]
• IUPAC Name: benzyl N-[2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethyl]carbamate
• InChIKey: UTXSFKPOIVELPQ-SFHVURJKSA-N
• INCHI: 1S/C21H22N4O6/c26-19(13-22-21(28)31-14-15-5-2-1-3-6-15)24-12-4-7-18(24)20(27)23-16-8-10-17(11-9-16)25(29)30/h1-3,5-6,8-11,18H,4,7,12-14H2,(H,22,28)(H,23,27)/t18-/m0/s1
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)CNC(=O)OCC2=CC=CC=C2)C(=O)NC3=CC=C(C=C3)[N+](=O)[O-]
• Molecular Weight: 426.42
• Reaxy-Rn: 31600745
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31600745&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 Alpha amino acid amides Benzyloxycarbonyls Anilides Nitrobenzenes Nitroaromatic compounds N-arylamides N-acylpyrrolidines Pyrrolidinecarboxamides Tertiary carboxylic acid amides Carbamate esters Secondary carboxylic acid amides Organic oxoazanium compounds Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Organic zwitterions Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - Proline or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - Benzyloxycarbonyl - Nitrobenzene - Anilide - N-acylpyrrolidine - Nitroaromatic compound - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-2-carboxamide - N-arylamide - Monocyclic benzene moiety - Benzenoid - Pyrrolidine - Tertiary carboxylic acid amide - Carbamic acid ester - Secondary carboxylic acid amide - Carboxamide group - Organic nitro compound - C-nitro compound - Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Azacycle - Organoheterocyclic compound - Organic oxoazanium - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic salt - Carbonyl group - Organic oxygen compound - Organic oxide - Organic zwitterion - Aromatic 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: Not available

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 426.400 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 426.154 Da
• Monoisotopic Mass: 426.154 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 653.000
• 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