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G1895

Sigma-Aldrich

Gly-Pro-Arg-Pro

≥95% (HPLC)

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
MDL number:
MFCD00133378
UNSPSC Code:
12352209
PubChem Substance ID:
24894914
NACRES:
NA.32

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)

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Amino Acid Sequence

Gly-Pro-Arg-Pro

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_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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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
Elena Monzón Manzano et al.
British journal of haematology, 189(5), 943-953 (2020-01-17)
Multifactorial mechanisms leading to diminished platelet counts in immune thrombocytopaenia (ITP) might condition the ability of patients with ITP to respond to treatments. Examining their platelet and immune features, we aimed to detect singular characteristics of patients with ITP who
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
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
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)
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