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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)

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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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
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
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
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
Xiping Zhu et al.
Journal of the science of food and agriculture, 101(1), 158-166 (2020-07-03)
Two kinds of soy sauce produced via fermentation of the whole soybeans and the defatted soybeans (soy sauce termed 'SSS' and 'SSD', respectively) were subjected to the treatment using aqueous ethanol solutions with high concentrations. Then tasty peptides were separated

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