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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 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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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
Katharina Neubauer et al.
Cytoskeleton (Hoboken, N.J.), 76(1), 131-136 (2018-07-19)
Hereditary neuralgic amyotrophy (HNA) is an autosomal dominant disorder associated with episodic, recurrent, and painful neuropathies affecting the nerves of the brachial plexus. In this study, we report on a family of Lebanese descent with HNA onset in early childhood.
U Haddeland et al.
Thrombosis and haemostasis, 75(2), 326-331 (1996-02-01)
The present paper shows that conformationally changed fibrinogen can expose the sites A alpha-(148-160) and gamma-(312-324) involved in stimulation of the tissue-type plasminogen activator (t-PA)-catalysed plasminogen activation. The exposure of the stimulating sites was determined by ELISA using mABs directed
Silke Niemann et al.
Circulation, 110(2), 193-200 (2004-06-16)
Infective endocarditis (IE) caused by Staphylococcus aureus is associated with significant morbidity and mortality rates. Platelets play a dual role as adhesive cells forming associates with bacteria as well as specialized inflammatory cells. The specific role of the various factors
Andrew L Frelinger et al.
PloS one, 13(9), e0203557-e0203557 (2018-09-27)
Activation of platelet-rich plasma (PRP) by pulse electric field (PEF) releases growth factors which promote wound healing (e.g., PDGF, VEGF for granulation, EGF for epithelialization). To determine after PEF activation of therapeutic PRP: 1) platelet gel strength; 2) profile of
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