(Hyp3,β-(2-thienyl)-Ala5,Tyr(Me)8-(R)-Arg9)-Bradykinin
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(Hyp3,β-(2-thienyl)-Ala5,Tyr(Me)8-(R)-Arg9)-Bradykinin

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(Hyp3,β-(2-thienyl)-Ala5,Tyr(Me)8-(R)-Arg9)-Bradykinin, a selective bradykinin B2 receptor agonist, has a longer plasma half-life than bradykinin, and transiently increases the blood-brain barrier (BBB) permeability to facilitate drug delivery to the central nervous system.

Category
Peptide Inhibitors
Catalog number
BAT-015371
CAS number
159768-75-9
Molecular Formula
C49H75N15O12S
Molecular Weight
1098.28
(Hyp3,β-(2-thienyl)-Ala5,Tyr(Me)8-(R)-Arg9)-Bradykinin
IUPAC Name
(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S,4R)-1-[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]-4-hydroxypyrrolidine-2-carbonyl]amino]acetyl]amino]-3-thiophen-2-ylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-(4-methoxyphenyl)propyl]amino]-5-(diaminomethylideneamino)pentanoic acid
Synonyms
Labradimil; (Hyp3,β-(2-thienyl)-Ala5,Tyr(Me)8-psi(CH2NH)Arg9)-Bradykinin; H-Arg-Pro-Hyp-Gly-β-(2-thienyl)-Ala-Ser-Pro-Tyr(Me)-psi(CH2NH)Arg-OH; Cereport; Lobradimil; RMP-7; (S-(R*,R*))-L-Arginyl-L-prolyl-trans-4-hydroxy-L-prolyl-3-(2-thienyl)-L-alanylglycyl-L-seryl-N-(2-((4-((aminoiminomethyl)amino)-1-carboxybutyl)amino)-1-((4-methoxyphenyl)methyl)ethyl)-L-prolinamide; N2-((S)-2-(L-Arginyl-L-prolyl-trans-4-hydroxy-L-prolylglycyl-3-(2-thienyl)-L-alanyl-L-seryl-L-prolinamido)-3-(p-methoxyphenyl)propyl)-L-arginine
Appearance
Colorless Crystalline Solid
Purity
95%
Density
1.53±0.1 g/cm3
Sequence
Arg-Pro-Hyp-Gly-Thi-Ser-Pro-Tyr(Me)-psi(CH2NH)-Arg
Storage
Store at -20°C
Solubility
Soluble in Acetic Acid
InChI
InChI=1S/C49H75N15O12S/c1-76-31-14-12-28(13-15-31)21-29(24-57-34(47(74)75)9-3-17-56-49(53)54)59-43(70)37-10-4-18-62(37)45(72)36(27-65)61-41(68)35(23-32-7-6-20-77-32)60-40(67)25-58-42(69)39-22-30(66)26-64(39)46(73)38-11-5-19-63(38)44(71)33(50)8-2-16-55-48(51)52/h6-7,12-15,20,29-30,33-39,57,65-66H,2-5,8-11,16-19,21-27,50H2,1H3,(H,58,69)(H,59,70)(H,60,67)(H,61,68)(H,74,75)(H4,51,52,55)(H4,53,54,56)/t29-,30+,33-,34-,35-,36-,37-,38-,39-/m0/s1
InChI Key
IDXCXSCCZNCXCL-XMADEQCMSA-N
Canonical SMILES
COC1=CC=C(C=C1)CC(CNC(CCCN=C(N)N)C(=O)O)NC(=O)C2CCCN2C(=O)C(CO)NC(=O)C(CC3=CC=CS3)NC(=O)CNC(=O)C4CC(CN4C(=O)C5CCCN5C(=O)C(CCCN=C(N)N)N)O
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