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Key Documents

H9019

Sigma-Aldrich

Ac-Hirudin Fragment 55-65 non-sulfated

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C66H92N12O25
CAS Number:
Molecular Weight:
1453.50
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.26

product name

Ac-Hirudin Fragment 55-65 non-sulfated, ≥97% (HPLC)

Assay

≥97% (HPLC)

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

InChI

1S/C66H92N12O25/c1-6-34(4)55(77-59(95)42(22-27-53(88)89)70-56(92)39(19-24-50(82)83)71-61(97)45(30-36-11-8-7-9-12-36)76-63(99)47(32-54(90)91)68-35(5)79)65(101)78-28-10-13-48(78)64(100)72-41(21-26-52(86)87)57(93)69-40(20-25-51(84)85)58(94)75-46(31-37-14-16-38(80)17-15-37)62(98)74-44(29-33(2)3)60(96)73-43(66(102)103)18-23-49(67)81/h7-9,11-12,14-17,33-34,39-48,55,80H,6,10,13,18-32H2,1-5H3,(H2,67,81)(H,68,79)(H,69,93)(H,70,92)(H,71,97)(H,72,100)(H,73,96)(H,74,98)(H,75,94)(H,76,99)(H,77,95)(H,82,83)(H,84,85)(H,86,87)(H,88,89)(H,90,91)(H,102,103)

InChI key

IEAUQSWIFZNYCL-UHFFFAOYSA-N

Amino Acid Sequence

Acetyl-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr-Leu-Gln

Application

Ac-Hirudin Fragment 55-65 non-sulfated is a C-terminal fragment (fibrinogen-recognition site binding) of the leech anticoagulant peptide hirudin. Ac-Hirudin Fragment 55-65 may be used with other C-terminal fragments to study optimal N-terminal and position 56 functionalities for C-terminal fragment analogues of hirudin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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T Pernerstorfer et al.
Blood, 95(5), 1729-1734 (2000-02-26)
During sepsis, lipopolysaccharide (LPS) triggers the development of disseminated intravascular coagulation (DIC) via the tissue factor-dependent pathway of coagulation resulting in massive thrombin generation and fibrin polymerization. Recently, animal studies demonstrated that hirudin reduced fibrin deposition in liver and kidney
K P Hopfner et al.
Biochemistry, 32(12), 2947-2953 (1993-03-30)
The binding energetics of eight synthetic peptides capable of interfering with thrombin function have been studied by steady-state measurements and clotting assays. The synthetic peptides are bifunctional inhibitors consisting of three domains: (i) a fragment of the C-terminus of recombinant
N-terminal requirements of small peptide anticoagulants based on hirudin 54-65.
Owen TJ, Krstenansky JL, et al.
Journal of Medicinal Chemistry, 32, 1009-1011 (1988)
Bon-Hun Koo et al.
The Journal of biological chemistry, 285(53), 41270-41279 (2010-11-03)
Like most metalloproteases, matrix metalloprotease 2 (MMP-2) is synthesized as a zymogen. MMP-2 propeptide plays a role in inhibition of catalytic activity through a cysteine-zinc ion pairing, disruption of which results in full enzyme activation. A variety of proteases have

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