Gly-Gly-Gly - ≥98.5% , CAS No.556-33-2

CAS: 556-33-2 Cat. No.: G106262 Molecular Weight: 189.17 Beilstein Registry Number: 1711130 EC Number: 209-122-0

GRADE & PURITY ≥98.5%

Synonyms

2-[2-(2-aminoacetamido)acetamido]acetic acid | Glycine, N-(N-glycylglycyl)- | BDBM50188484 | DS-7430 | F17230 | Gly-Gly-Gly, BioUltra, >=99.0% (NT) | Glycylglycylglycine | Glycyl-glycyl-glycine | (Gly)3 | FT-0690006 | Glycylglycylglycine, Triglycine | H-G

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Synonyms

2-[2-(2-aminoacetamido)acetamido]acetic acid | Glycine, N-(N-glycylglycyl)- | BDBM50188484 | DS-7430 | F17230 | Gly-Gly-Gly, BioUltra, >=99.0% (NT) | Glycylglycylglycine | Glycyl-glycyl-glycine | (Gly)3 | FT-0690006 | Glycylglycylglycine, Triglycine | H-G

Specifications & Purity

≥98.5%

Biochemical and Physiological Mechanisms

Substrate for reproducible serum protein measurements by the biuret reaction and for the assay of aminotripeptidases.

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

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

Purity

≥98.5%

Names and Identifiers

• Canonical Smiles: C(C(=O)NCC(=O)NCC(=O)O)N
• IUPAC Name: 2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic acid
• InChIKey: XKUKSGPZAADMRA-UHFFFAOYSA-N
• INCHI: 1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
• Isomeric SMILES: C(C(=O)NCC(=O)NCC(=O)O)N
• WGK Germany: 3
• Molecular Weight: 189.17
• Beilstein: 1711130
• Reaxy-Rn: 1711130
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1711130&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 Oligopeptides

• 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: Oligopeptides
• Alternative Parents: N-acyl-alpha amino acids Alpha amino acid amides Secondary carboxylic acid amides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-oligopeptide - 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 - Amino acid or derivatives - Carboxamide group - Amino acid - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Carboxylic acid - Organonitrogen compound - Organic oxygen compound - Organic oxide - Primary aliphatic amine - Organic nitrogen compound - Carbonyl group - Amine - Organooxygen compound - Primary amine - Organopnictogen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: tripeptide

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)

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

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

Slc15a1 Solute carrier family 15 member 1 (124 Activities)

Discover Target: Slc15a1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (94.6 mg/ml at 20°C), methanol (50 mg/ml), and 80% acetic acid (50 mg/ml).
• Sensitivity: Moisture sensitive；Light sensitive；Heat sensitive
• Melt Point(°C): 240-250°C
• Molecular Weight: 189.170 g/mol
• XLogP3: -3.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 189.075 Da
• Monoisotopic Mass: 189.075 Da
• Topological Polar Surface Area: 122.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 216.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Chusheng Liu, Haibin Li, Qiqin Wang, Jacques Crommen, Haibo Zhou, Zhengjin Jiang.  (2017)  Preparation and evaluation of 400 μm I.D. polymer-based hydrophilic interaction chromatography monolithic columns with high column efficiency.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:28629939] [10.1016/j.chroma.2017.06.034]

2. Wenlu Guo, Rui Chen, Yan Liu, Minjia Meng, Xiangguo Meng, Zhaoyong Hu, Zhilong Song.  (2013)  Preparation of ion-imprinted mesoporous silica SBA-15 functionalized with triglycine for selective adsorption of Co(II).  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2013.08.011]

3. Guangxin Yuan, Yongbo Peng, Zhenghua Liu, Jieya Hong, Yao Xiao, Jialiang Guo, Norman W. Smith, Jacques Crommen, Zhengjin Jiang.  (2013)  A facile and efficient strategy to enhance hydrophilicity of zwitterionic sulfoalkylbetaine type monoliths.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:23796416] [10.1016/j.chroma.2013.05.063]

4. Xi-Tian Peng, Bi-Feng Yuan, Yu-Qi Feng.  (2011)  Grafting of silica with a hydrophilic triol acrylamide polymer via surface-initiated “grafting from” method for hydrophilic-interaction chromatography.  JOURNAL OF SEPARATION SCIENCE,  34  (22): (3123-3130).  [PMID:21998034] [10.1002/jssc.201100570]

5. Xue Wang, Lu Zhang, Mohan Wang, Hongjiang Ma, Shiwei Liu, Meng Wang, Youqiang Yu, Guoyu Liu, Qiuge Cao, Xi Wang, Xishan Ma, Peng Yuan, Jia Liu, Yongjiu Zhang, Shenglin Duan.  (2024)  A novel multiple plant-based milk alternative containing various preprocessed grains achieves better performance in protein digestibility and free amino acid profile via in vitro gastrointestinal digestion analysis.  Food Science & Nutrition,      [PMID:39554344] [10.1002/fsn3.4177]

6. Zhen Chen, Ziqi Zhang, Yixin Yu, Yu Guo, Jing Liu, Zhiling Zhu.  (2024)  Carbocation charge as an interpretable descriptor for the catalytic activity of hydrolytic nanozymes.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39752934] [10.1016/j.jcis.2024.12.191]

7. Yuqing Wang, Ping Li, Feifeng Song, Xi Yang, Yayun Weng, Zhiyuan Ma, Lu Wang, Huidi Jiang.  (2019)  Substrate Transport Properties of the Human Peptide/Histidine Transporter PHT2 in Transfected MDCK Cells.  JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:31254495] [10.1016/j.xphs.2019.06.016]

8. Shulong Cai, Liqi Fan, Dan Liu, Changxing Wei, Na Yang, Xichao Fu, Rong Tang, Jucai Xu, Sheng Yin, Xin Chen.  (2025)  A peptidomics-based investigation of the synergistic effects of neutral and Alcalase proteases on release of antioxidant peptides from soybean protein isolates.  FOOD CHEMISTRY,      [PMID:41101106] [10.1016/j.foodchem.2025.146696]

9. Wenqi Zhang, Houyi Peng, Chen Wang, Xiaohui Ju, Weixing Li.  (2026)  Smart nanofiltration membrane for cutting oligomeric soybean peptides.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2026.137278]