Z-Gln-Gly - ≥98% , CAS No.6610-42-0

CAS: 6610-42-0 Cat. No.: G121389 Molecular Weight: 337.33 EC Number: 892-850-1

GRADE & PURITY ≥98%

Synonyms

(S)-2-(5-Amino-2-(((benzyloxy)carbonyl)amino)-5-oxopentanamido)acetic acid | N2-[(phenylmethoxy)carbonyl]-L-glutaminyl-glycine

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

γ-Glutamyl donor substrate used in spectrophotometric determination of transglutaminase (TGase) activity.Z-Gln-Gly was used to enzymatically synthesize N-linked neoglycoproteins.

Specifications

Synonyms

(S)-2-(5-Amino-2-(((benzyloxy)carbonyl)amino)-5-oxopentanamido)acetic acid | N2-[(phenylmethoxy)carbonyl]-L-glutaminyl-glycine

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

N-Benzyloxycarbonyl-L-Glu?taminylglycine (Z-Gln-Gly, Z-QG) is used as a substrate to differentiate and characterize transglutaminase(s) (TGase) that catalyzes the post-translational covalent cross-linking of Gln- and Lys-containing peptides. Z-QG supports

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

≥98%

Names and Identifiers

• Pubchem Sid: 504764461
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764461
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)NC(CCC(=O)N)C(=O)NCC(=O)O
• IUPAC Name: 2-[[(2S)-5-amino-5-oxo-2-(phenylmethoxycarbonylamino)pentanoyl]amino]acetic acid
• InChIKey: SOUXAAOTONMPRY-NSHDSACASA-N
• INCHI: 1S/C15H19N3O6/c16-12(19)7-6-11(14(22)17-8-13(20)21)18-15(23)24-9-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H2,16,19)(H,17,22)(H,18,23)(H,20,21)/t11-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CCC(=O)N)C(=O)NCC(=O)O
• WGK Germany: 3
• Molecular Weight: 337.33
• Reaxy-Rn: 2546590
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2546590&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: Glutamine and derivatives N-acyl-alpha amino acids Alpha amino acid amides Benzyloxycarbonyls N-acyl amines Carbamate esters Secondary carboxylic acid amides Primary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-dipeptide - Glutamine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Benzyloxycarbonyl - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Carbamic acid ester - Carboxamide group - Primary carboxylic acid amide - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Aromatic homomonocyclic 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

Chemical and Physical Properties

• Molecular Weight: 337.330 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 337.127 Da
• Monoisotopic Mass: 337.127 Da
• Topological Polar Surface Area: 148.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 462.000
• 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. Weijun Leng, Ying Li, Li Yuan, Xiuting Li, Ruichang Gao.  (2024)  Functional and Mechanistic Dissection of Protein Glutaminase PG3 and Its Rational Engineering for Enhanced Modification of Myofibrillar Proteins.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39269985] [10.1021/acs.jafc.4c05590]

2. Si-Jie Wu, Ran Feng, Ran Meng, Qiu-Ya Ji, Han Tao, Bao Zhang.  (2025)  Nanogel cage based on oxidized sodium alginate sacrificial template: Enhanced stability and protein crosslinking performance of immobilized TGase.  CARBOHYDRATE POLYMERS,      [PMID:41116523] [10.1016/j.carbpol.2025.124368]

3. Zhang Ruxin, Chen Zhiwei, Wang Shuo, Li Bing, Chen Xiangyu, Lu Wenhui, Zhu Deyi, Gao Fengchun.  (2025)  Cation-π Driven Innovative Gelatin-based Hydrogels with ultrahigh adhesion and Self-healing capabilities.  GIANT,      [PMID:] [10.1016/j.giant.2025.100361]