Basic information Safety Supplier Related

H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT

Basic information Safety Supplier Related

H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT Basic information

Product Name:
H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT
Synonyms:
  • RPPGF
  • ARG-PRO-PRO-GLY-PHE
  • ARG-PRO-PRO-GLY-PHE ACETATE
  • BRADYKININ (1-5)
  • BRADYKININ FRAGMENT 1-5
  • H-ARG-PRO-PRO-GLY-PHE-OH TFA
  • H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT
  • H-Arg-Pro-Pro-Gly-Phe-OH
CAS:
23815-89-6
MF:
C27H40N8O6
MW:
572.66
Product Categories:
  • Peptide
Mol File:
23815-89-6.mol
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H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT Chemical Properties

Density 
1.46±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO
pka
3.50±0.10(Predicted)
form 
Solid
color 
White to off-white
Sequence
Arg-Pro-Pro-Gly-Phe
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Safety Information

WGK Germany 
3

MSDS

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H-ARG-PRO-PRO-GLY-PHE-OH TRIFLUOROACETATE SALT Usage And Synthesis

Uses

Biologically active fragment of bradykinin

Biochem/physiol Actions

The bradykinin (BK) fragment (1-5) (RPPGF) is among the most stable of naturally occurring metabolites. It may be used as a marker for BK production in vivo. It is known that an intact Arg residue in the C-terminus is required for biological activities. BK 1-5 is the minimal peptide that inhibited α-thrombin-induced platelet aggregation and secretion and calcium mobilization. It also prevented α-thrombin from cleaving the thrombin receptor peptide, NATLDPRSFLLR, between arginine and serine. Such antithrombin activities of BK 1-5 may contribute to the cardioprotective nature of kinins.

in vivo

Bradykinin is a short-lived vasoactive peptide, with a reported half-life in vivo of 17 s, that is rapidly metabolized in the circulation to Bradykinin (1-5). Bradykinin (1-5), the product of two sequential cleavages of Bradykinin by ACE at the Pro7-Phe8 and Phe5-Ser6bonds, has been identified as the major stable metabolite of Bradykinin in vivo in human subjects, with a terminal half-life of minutes. Both Bradykinin and Bradykinin (1-5) inhibit α- and γ-thrombin-induced platelet aggregation (P<0.01 versus baseline). Bradykinin (1-5) inhibits γ-thrombin-induced platelet aggregation 50% at a calculated dose of 183±3 pmol/min. Neither Bradykinin nor Bradykinin (1-5) affects thrombin receptor-activating peptide-induced platelet aggregation, consistent with the hypothesis that Bradykinin and Bradykinin 1-5 inhibit thrombin-induced platelet aggregation by preventing cleavage of the thrombin receptor and liberation of thrombin receptor-activating peptide. Bradykinin (1-5) significantly attenuates α-thrombin-induced platelet aggregation but not TRAP 1-6-induced platelet aggregation. Bradykinin (1-5) potently inhibits γ-thrombin (500 nM)-induced platelet aggregation with an ED50 of 183±2 pmol/min[1].

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