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H6894

Sigma-Aldrich

[Tyr(SO3H)63]-Hirudin Fragment 54-65

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C66H93N13O28S
CAS Number:
109528-49-6
Molecular Weight:
1548.58
MDL number:
MFCD00076564
UNSPSC Code:
12352209
PubChem Substance ID:
24895775
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

assay

≥95% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CCC(C)C(NC(=O)C(CCC(O)=O)NC(=O)C(CCC(O)=O)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(O)=O)NC(=O)CN)C(=O)N2CCCC2C(=O)NC(CCC(O)=O)C(=O)NC(CCC(O)=O)C(=O)NC(Cc3ccc(OS(O)(=O)=O)cc3)C(=O)NC(CC(C)C)C(=O)NC(CCC(N)=O)C(O)=O

InChI

1S/C66H93N13O28S/c1-5-34(4)55(78-59(95)41(21-26-53(88)89)71-56(92)38(18-23-50(82)83)72-61(97)44(29-35-10-7-6-8-11-35)77-63(99)46(31-54(90)91)69-49(81)32-67)65(101)79-27-9-12-47(79)64(100)73-40(20-25-52(86)87)57(93)70-39(19-24-51(84)85)58(94)76-45(30-36-13-15-37(16-14-36)107-108(104,105)106)62(98)75-43(28-33(2)3)60(96)74-42(66(102)103)17-22-48(68)80/h6-8,10-11,13-16,33-34,38-47,55H,5,9,12,17-32,67H2,1-4H3,(H2,68,80)(H,69,81)(H,70,93)(H,71,92)(H,72,97)(H,73,100)(H,74,96)(H,75,98)(H,76,94)(H,77,99)(H,78,95)(H,82,83)(H,84,85)(H,86,87)(H,88,89)(H,90,91)(H,102,103)(H,104,105,106)

InChI key

CKXMQSIWBKKXGT-UHFFFAOYSA-N

Amino Acid Sequence

Gly-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr(SO3H)-Leu-Gln

Application

[Tyr(SO3H)63]-hirudin fragment 54-65 has been used to study the effect of thrombin in presence of leupeptin. It is also used to study the effect of hirudin peptide on the thrombin-rHCII (recombinant heparin cofactor II)-L444R (leucine 444 to arginine) complex separation.

Biochem/physiol Actions

Hirudin fragment that binds to the regulatory exosite I on thrombin and the regulatory proexosite I on prothrombin. The interaction with thrombin prevents the thrombin-induced activation of clotting factor V. The interaction with prothrombin inhibits the formation of thrombin by factor Xa in the presence of factor Va.

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)

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S Akiba et al.
European journal of biochemistry, 259(3), 643-650 (1999-03-27)
We investigated the regulation of arachidonic acid liberation catalyzed by group-IV cytosolic phospholipase A2 (cPLA2) in human platelets upon stimulation with thrombin through interaction with protease-activated receptor-1 (PAR-1) or glycoprotein Ib. Leupeptin, a protease inhibitor, completely inhibited thrombin-induced arachidonic acid

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