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G1895

Gly-Pro-Arg-Pro

Name: Gly-Pro-Arg-Pro
Brand: SIGMA

≥95% (HPLC), fibrin polymerization inhibitor

Synonym(s):

GPRP, Glycyl-Prolyl-Arginyl-Proline amide

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₃₁N₇O₅

CAS Number:

67869-62-9

Molecular Weight:

425.48

UNSPSC Code:

12352209

PubChem Substance ID:

24894914

NACRES:

NA.32

MDL number:

MFCD00133378

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Product Name

Gly-Pro-Arg-Pro, ≥95% (HPLC)

Quality Level

200

assay

≥95% (HPLC)

UniProt accession no.

P02751, P04937, P11276

storage temp.

−20°C

SMILES string

NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)N2CCC[C@H]2C(O)=O

InChI

1S/C18H31N7O5/c19-10-14(26)24-8-2-5-12(24)15(27)23-11(4-1-7-22-18(20)21)16(28)25-9-3-6-13(25)17(29)30/h11-13H,1-10,19H2,(H,23,27)(H,29,30)(H4,20,21,22)/t11-,12-,13-/m0/s1

InChI key

WXPZDDCNKXMOMC-AVGNSLFASA-N

Gene Information

human ... FN1(2335)
mouse ... FN1(14268)
rat ... FN1(25661)

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

General description

Gly-Pro-Arg-Pro is a peptide that mimics the N-terminal Gly-Pro-Arg region in the α chain of fibrin protein.

Application

Gly-Pro-Arg-Pro (GPRP) has been used for the formation of crystal composed of GPRP and the 30kDa C-terminal fragment from the γ chain of fibrinogen (rFbgγC30), cloned and expressed in Pichia pastoris.

Biochem/physiol Actions

Gly-Pro-Arg-Pro (GPRP) is capable of increasing free thrombin. Thus it can be utilized to make thrombin-degranulated platelets, which helps in studying platelet reactions.

Gly-Pro-Arg-Pro peptide suppresses the early steps of fibrin polymerization. The amide derivative of this peptide prevents the degradation of fibrinogen and fragment D by plasmin, even in the presence of EGTA (ethylene glycol-bis (β-aminoethyl ether)-N,N,N′,N′-tetraacetic acid).

Inhibits fibrin polymerization.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Staphylococcus aureus adherence to thrombin-treated endothelial cells is mediated by fibrinogen but not by platelets.

B Shenkman et al.

The Journal of laboratory and clinical medicine, 135(1), 43-51 (2000-01-19)

Recent studies emphasize the role of blood constituents in Staphylococcus aureus (S. aureus) adherence to subendothelial extracellular matrix. In the present study, the adherence of two strains of S. aureus (ATCC 29213 and RN 6390) grown to a postexponential phase

A whole-blood flow cytometric assay for leukocyte CD11b expression using fluorescence signal triggering.

N Li et al.

European journal of haematology, 65(1), 57-65 (2000-07-29)

A flow cytometric assay for measurements of leukocyte CD11b expression in whole blood has been developed and evaluated. The method is based on triggering of the flow cytometer by a fluorescent pan leukocyte marker, RPE-CD45. This enabled flow cytometric analysis

The use of the synthetic peptide, Gly-Pro-Arg-Pro, in the preparation of thrombin-degranulated rabbit platelets

Harfenist EJ, et al.

Blood, 59(5), 952-955 (1982)

Powerful binders for the D-dimer by conjugation of the GPRP peptide to polypeptides from a designed set--illustrating a general route to new binders for proteins.

Ramesh Ramapanicker et al.

Bioconjugate chemistry, 24(1), 17-25 (2012-11-16)

The synthetic tetrapeptide GPRP based on the amino-terminal GPR sequence of the fibrin α-chain binds the D-dimer protein with a dissociation constant K(D) of 25 μM. The D-dimer protein, a well-known biomarker for thrombosis, contains two cross-linked D fragments from

The synthetic peptide Gly-Pro-Arg-Pro-amide limits the plasmic digestion of fibrinogen in the same fashion as calcium ion.

K Yamazumi et al.

Protein science : a publication of the Protein Society, 1(12), 1719-1720 (1992-12-01)

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Global Trade Item Number

SKU	GTIN
G1895-25MG	04061833628454
G1895-5MG	04061833271179

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