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50239

Gly-Gly-Gly

Name: Gly-Gly-Gly
Brand: SIGMA

≥99.0% (NT), suitable for ligand binding assays, BioUltra

Synonym(s):

Glycyl-glycyl-glycine, Triglycine

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About This Item

Linear Formula:

NH₂CH₂CONHCH₂CONHCH₂COOH

CAS Number:

556-33-2

Molecular Weight:

189.17

NACRES:

NA.26

PubChem Substance ID:

57651245

UNSPSC Code:

12352209

EC Number:

209-122-0

MDL number:

MFCD00036223

Beilstein/REAXYS Number:

1711130

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Properties

Product Name

Gly-Gly-Gly, BioUltra, ≥99.0% (NT)

product line

BioUltra

Quality Level

100

assay

≥99.0% (NT)

form

powder

technique(s)

ligand binding assay: suitable

impurities

insoluble matter, passes filter test

ign. residue

≤0.1% (as SO₄)

loss

≤0.5% loss on drying, 110 °C

color

white

pH

4.5-6.0 (25 °C, 0.5 M in H₂O)

solubility

H₂O: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl^-): ≤50 mg/kg, sulfate (SO₄^2-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg, As: ≤0.1 mg/kg, Ba: ≤50 mg/kg, Bi: ≤5 mg/kg, Ca: ≤20 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Li: ≤5 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Sr: ≤5 mg/kg, Zn: ≤5 mg/kg

λ

0.5 M in H₂O

UV absorption

λ: 260 nm A_max: 0.15, λ: 280 nm A_max: 0.10

SMILES string

NCC(=O)NCC(=O)NCC(O)=O

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)

InChI key

XKUKSGPZAADMRA-UHFFFAOYSA-N

Description

General description

Gly-Gly-Gly or triglycine is a flexible peptide linker with three glycine residues linked by peptide bonds in a linear sequence. Gly-linkers link multiple domains in a single protein without affecting the function of each domain.

Application

<ul>
<li><strong>Targeting PEPT1: a novel strategy to improve the antitumor efficacy of doxorubicin in human hepatocellular carcinoma therapy:</strong> Research explores Gly-Gly-Gly peptides as potential enhancers for drug transport efficiency, positioning them as valuable tools in clinical diagnostic peptide development for targeted cancer therapies (Gong et al., 2017).</li>
<li><strong>Iminopyridine complexes of manganese, rhenium, and molybdenum derived from amino ester methylserine and peptides Gly-Gly, Gly-Val, and Gly-Gly-Gly: self-assembly of the peptide chains:</strong> This study demonstrates the use of Gly-Gly-Gly in the synthesis of complex metal-peptide frameworks for potential use in high-purity peptide applications in IVD manufacturing (Álvarez et al., 2012).</li>
</ul>

Biochem/physiol Actions

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Linkers in the structural biology of protein-protein interactions.

Vishnu Priyanka Reddy Chichili et al.

Protein science : a publication of the Protein Society, 22(2), 153-167 (2012-12-12)

Linkers or spacers are short amino acid sequences created in nature to separate multiple domains in a single protein. Most of them are rigid and function to prohibit unwanted interactions between the discrete domains. However, Gly-rich linkers are flexible, connecting

Kinetics for tautomerizations and dissociations of triglycine radical cations.

Chi-Kit Siu et al.

Journal of the American Society for Mass Spectrometry, 20(6), 996-1005 (2009-03-04)

Fragmentations of tautomers of the alpha-centered radical triglycine radical cation, [GGG(*)](+), [GG(*)G](+), and [G(*)GG](+), are charge-driven, giving b-type ions; these are processes that are facilitated by a mobile proton, as in the fragmentation of protonated triglycine (Rodriquez, C. F. et

Dipositively charged protonated a3 and a2 ions: generation by fragmentation of [La(GGG)(CH3CN)2]3+.

Tujin Shi et al.

Angewandte Chemie (International ed. in English), 47(43), 8288-8291 (2008-09-26)

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Global Trade Item Number

SKU	GTIN
50239-1G	04061832422671
50239-5G	04061833355589