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G5386

Sigma-Aldrich

Gly-Gly-Tyr-Arg

≥97% (HPLC)

Synonym(s):

GGYR, Glycyl-glycyl-tyrosyl-arginine

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About This Item

Empirical Formula (Hill Notation):
C19H29N7O6
CAS Number:
70195-20-9
Molecular Weight:
451.48
MDL number:
MFCD00076760
UNSPSC Code:
12352204
PubChem Substance ID:
24895206
NACRES:
NA.83

biological source

synthetic (organic)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Xin Ying et al.
Food research international (Ottawa, Ont.), 141, 110148-110148 (2021-03-02)
Soy peptide solution (40%, w/w) was successfully encapsulated in a W1/O/W2 double emulsion produced by a two-step emulsification process. Polyglycerol polyricinoleate (PGPR) was found to be an effective inner emulsifier compared to Span 60 and lecithin to produce stable W1/O
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
A J Kettle
FEBS letters, 379(1), 103-106 (1996-01-22)
Hypochlorous acid chlorinates tyrosyl residues in small peptides to produce chlorotyrosine. Detection of chlorotyrosine has the potential to unequivocally identify the contribution hypochlorous acid makes to inflammation. I have developed a selective and sensitive HPLC assay for measuring chlorotyrosine. When
Catherine L Swaim et al.
Journal of the American Society for Mass Spectrometry, 15(5), 736-749 (2004-05-04)
Synthetic cross-linking reagents, such as 3,3'-dithiobis(sulfosuccinimidyl propionate), DTSSP, can react with sidechains of amino acids that are within close proximity. Identification of cross-linked residues provides insight into the folded structures of proteins. However, analysis of proteolytic digests of proteins cross-linked
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
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