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8001-27-2

8001-27-2 Structure

8001-27-2 Structure
IdentificationBack Directory
[Name]

HIRUDIN
[CAS]

8001-27-2
[Synonyms]

hirudex
NATIVE HIRUDIN
DESULFO-HIRUDIN
DESULFATO-HIRUDIN
recombinanthirudin
HIRUDIN RECOMBINANT
hirudin from leeches
[TYR63]HIRUDIN (HV1), LEECH
Hirudin recombinant from yeast
[63-TYROSINE]HIRUDIN (HV1), LEECH
[63-tyrosine]hirudin (HV1), leech recombinant
(63-tyrosine)hirudin (hv1),leech,rec. F. yeast
[Tyr63]Hirudin (HV1), leech recombinant, from yeast
Hirudin, Hirudo medicinalis, Recombinant, Saccharomyces Cere
[63-Tyrosine]Hirudin (HV1), leech, Desulfato-hirudin, Desulfo-hirudin
[EINECS(EC#)]

232-279-1
[Molecular Formula]

C287H440N80O110S6
[MDL Number]

MFCD00081692
[MOL File]

8001-27-2.mol
[Molecular Weight]

7027
Chemical PropertiesBack Directory
[storage temp. ]

−70°C
[solubility ]

0.1 M Tris, 0.2 M NaCl, pH 8.4: 1vial/mL, clear, colorless
[form ]

lyophilized powder
[color ]

white
[biological source]

synthetic
yeast (Pichia pastoris)
[Water Solubility ]

pyridine: soluble
water: soluble
[Merck ]

13,4737
[Specific Activity]

≥7,000ATU/mg protein (ATU = antithrombin units)
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

MR8440000
[F ]

10-21
[HS Code ]

3504009000
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Refludan was launched in Germany for heparin-associated thrombocytopenia. Originally isolated from the saliva of leeches (Hirudo medicinalis), the gene for recombinant hirudin was synthesized and expressed in Saccharomyces cerevisiae. The isolated protein is 65 amino acids differing from the native protein by the first two amino acids (Leu1 and Thr2) and Tyr63 is not sulfated, while it does retain the three disulfide bonds. Refludan is a potent, specific and almost irreversible inhibitor of thrombin with which it forms a 1:1 complex. The N-terminal domain binds to the active catalytic site of thrombin, while the C-terminal end binds to the anion binding exosite (fibrinogen binding cleft). It has several advantages over heparin: it can inhibit thrombin bound to extracellular matrices, does not require antithrombin Ⅲ as a cofactor, is not inhibited by activated platelet nor increases platelet activity, and is a pure, single compound with a single mechanism of action. It is useful for myocardial infarcts, unstable angia and cardiovascular events. Heparin treatment can be inhibited by platelets activated by the Fc fragment of antibodies developed to the antigen of heparin-platelet factor 4. A corresponding inactivation of Refuldan is not known.
[Originator]

Hoechst Merion Roussel (Germany)
[Uses]

Recombinant hirudin from yeast has been used in mannan-binding lectin serine protease 2 (MASP2) activation assay. It has also been used in pre-treating the nanosheets in phosphate buffered saline (PBS) for platelet adhesion assay.
[Brand name]

Refludan
[General Description]

Hirudin is a 7 kDa acidic protein containing 65 amino acid residues that has an isoelectric point of 3.5-4.0. It is not glycosylated and lacks tryptophan, arginine and methionine residues. It is chemically stable between pH 2-12 and at temperatures up to 80°C.
[Biochem/physiol Actions]

The anticoagulant, hirudin, is the most potent natural inhibitor of both soluble and clot-bound thrombin. It forms a high-affinity 1:1 complex with thrombin, occluding both the proteolytic site and exosite I (fibrinogen and PAR recognition site). Hirudin blocks thrombus growth and platelet activation, and has been suggested as the clinically preferred anticoagulant (over heparin and citrate) for its specific mode of action and absence of side effects. It is not metabolized in the bloodstream of humans and is eliminated unchanged via kidney filtration.
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