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B6029

Sigma-Aldrich

Nα-Adamantaneacetyl-D-Arg-[Hyp3, Thi5,8, D-Phe7]-Bradykinin

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C68H99N19O14S2
CAS Number:
130942-96-0
Molecular Weight:
1470.76
MDL number:
MFCD00142579
UNSPSC Code:
12352200

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

NC(=N)NCCC[C@H](NC(=O)[C@H](Cc1cccs1)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CO)NC(=O)[C@H](Cc3cccs3)NC(=O)CNC(=O)[C@@H]4C[C@@H](O)CN4C(=O)[C@@H]5CCCN5C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](CCCNC(N)=N)NC(=O)CC67CC8CC(CC(C8)C6)C7)C(O)=O

Gene Information

human ... BDKRB2(624)
mouse ... BDKRB2(12062)
rat ... BDKRB2(25245)

Amino Acid Sequence

Nα-Adamantaneacetyl-D-Arg-Arg-Pro-Hydroxy-Pro-Gly-β-(2-Thienyl)Ala-Ser-D-Phe-β-(2-Thienyl)Ala-Arg

Biochem/physiol Actions

A highly potent antagonist at bradykinin B2 receptors with no agonist activity.

Storage Class

13 - Non 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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B Lammek et al.
Peptides, 11(5), 1041-1043 (1990-09-01)
We report that the acylation of the N-terminus of [D-Arg0,Hyp3,Thi5,8,D-Phe7]bradykinin, one of the most potent bradykinin antagonists described to date, with 1-adamantane-acetic acid, results in an analogue with more than ten times enhanced potency. The new analogue does not increase
J A García-Sáinz et al.
Biochemistry and molecular biology international, 47(6), 927-933 (1999-07-20)
In C9 rat liver cells bradykinin and kallidin increased (approximately 2-fold) the intracellular concentration of calcium, but the B1 agonist, des-Arg9-bradykinin did not. The effect of bradykinin was inhibited by the B2 antagonists, Hoe 140 and N-alpha-adamantaneacetyl-D-Arg-[Hyp3, Thi5,8, D-Phe7]-bradykinin, but
Man Zhang et al.
American journal of physiology. Cell physiology, 296(6), C1364-C1372 (2009-04-03)
Bradykinin (BK) is an endogenous peptide with diverse biological actions and is considered to be an important mediator of the inflammatory response in both the peripheral and the central nervous systems. BK has attracted recent interest as a potential mediator

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