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Key Documents

G5386

Sigma-Aldrich

Gly-Gly-Tyr-Arg

powder, ≥97% (HPLC)

Synonym(s):

GGYR, Glycyl-glycyl-tyrosyl-arginine

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About This Item

Empirical Formula (Hill Notation):
C19H29N7O6
CAS Number:
Molecular Weight:
451.48
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

product name

Gly-Gly-Tyr-Arg, ≥97% (HPLC)

biological source

synthetic (organic)

Quality Level

Assay

≥97% (HPLC)

form

powder

solubility

water: 2 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

NCC(=O)NCC(=O)NC(Cc1ccc(O)cc1)C(=O)NC(CCCNC(N)=N)C(O)=O

InChI

1S/C19H29N7O6/c20-9-15(28)24-10-16(29)25-14(8-11-3-5-12(27)6-4-11)17(30)26-13(18(31)32)2-1-7-23-19(21)22/h3-6,13-14,27H,1-2,7-10,20H2,(H,24,28)(H,25,29)(H,26,30)(H,31,32)(H4,21,22,23)

InChI key

FJPHHBGPPJXISY-UHFFFAOYSA-N

Application

Gly-Gly-Tyr-Arg has been used:
  • in the synthesis of the dimethoxyphosphotyrosine adduct to determine if diethoxyphosphate tyrosine (depY), a monoclonal antibody could distinguish between dimethoxyphosphotyrosine and diethoxyphosphotyrosine
  • to graft on to a soft polyacrylamide for sodium dodecyl sulfate–polyacrylamide gel electrophoresis (SDS-PAGE) to perform high-resolution separation of peptides
  • as a model peptide to react with 3,3-dithiobis(sulfosuccinimidyl propionate) (DTSSP) to understand the chemistry of DTSSP and similar cross-linking reagents

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N Belcheva et al.
Journal of biomaterials science. Polymer edition, 9(3), 207-226 (1998-04-29)
A new synthetic approach has been applied to obtain novel di-, tetra-, and (multi)-peptide containing polymer conjugates in quantitative yields with a high degree of conjugation. Bis-(N-hydroxysuccinimidyl) esters of PEG (Mw = 200, 600, 1400, 2000, and 3400) were synthesized
Maryse Bonnin-Jusserand et al.
BMC microbiology, 12, 199-199 (2012-09-12)
Biogenic amines are molecules with allergenic properties. They are found in fermented products and are synthesized by lactic acid bacteria through the decarboxylation of amino acids present in the food matrix. The concentration of biogenic amines in fermented foodstuffs is
M Shimizu et al.
Peptides, 18(5), 681-687 (1997-01-01)
The transepithelial transport of oligopeptides (of more than 4 residues) was studied by using human intestinal Caco-2 cell monolyers. The susceptibility to the brush-border peptidases was observed to be one of the primary factors which decide the transport rate. The
Di Zhao et al.
Journal of agricultural and food chemistry, 65(28), 5778-5788 (2017-06-28)
This work reports the influence of glyoxal (GO)-derived glycation on the gastrointestinal enzymatic hydrolysis of β-lactoglobulin and β-casein. Reduced digestibility of glycated proteins was found in both gastric and intestinal stage. Distribution of Maillard reaction products in digests with different
Seda Onder et al.
Chemical research in toxicology, 30(12), 2218-2228 (2017-11-16)
Acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) are irreversibly inhibited by organophosphorus pesticides through formation of a covalent bond with the active site serine. Proteins that have no active site serine, for example albumin, are covalently modified on tyrosine and lysine. Chronic

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