MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584177 | Name: Hirugen

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hirugen is a derivative of hirudin, an anticoagulant protein found in leeches.

Chemical Structure

Hirugen
Hirugen
CAS#121822-23-9

Theoretical Analysis

MedKoo Cat#: 584177

Name: Hirugen

CAS#: 121822-23-9

Chemical Formula: C65H91N13O28S

Exact Mass: 1533.5817

Molecular Weight: 1534.57

Elemental Analysis: C, 50.88; H, 5.98; N, 11.87; O, 29.19; S, 2.09

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Hirudin dodecapeptide; BG 8865
IUPAC/Chemical Name
L-Leucine, N-(N-(N-(N-(1-(N-(N-(N-(N-(N-(N-L-asparaginylglycyl)-L-alpha-aspartyl)-L-phenylalanyl)-L-alpha-glutamyl)-L-alpha-glutamyl)-L-isoleucyl)-L-prolyl)-L-alpha-glutamyl)-L-alpha-glutamyl)-O-sulfo-L-tyrosyl)-
InChi Key
ZGIYDCJCOWJHOJ-DQWUKECYSA-N
InChi Code
InChI=1S/C65H91N13O28S/c1-5-33(4)54(77-59(95)41(20-24-52(87)88)71-56(92)38(17-21-49(81)82)72-60(96)42(27-34-10-7-6-8-11-34)75-62(98)44(30-53(89)90)69-48(80)31-68-55(91)37(66)29-47(67)79)64(100)78-25-9-12-46(78)63(99)73-40(19-23-51(85)86)57(93)70-39(18-22-50(83)84)58(94)74-43(61(97)76-45(65(101)102)26-32(2)3)28-35-13-15-36(16-14-35)106-107(103,104)105/h6-8,10-11,13-16,32-33,37-46,54H,5,9,12,17-31,66H2,1-4H3,(H2,67,79)(H,68,91)(H,69,80)(H,70,93)(H,71,92)(H,72,96)(H,73,99)(H,74,94)(H,75,98)(H,76,97)(H,77,95)(H,81,82)(H,83,84)(H,85,86)(H,87,88)(H,89,90)(H,101,102)(H,103,104,105)/t33-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,54-/m0/s1
SMILES Code
CC(C)C[C@@H](C(O)=O)NC([C@H](CC1=CC=C(OS(=O)(O)=O)C=C1)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC([C@H]2N(C([C@H]([C@@H](C)CC)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC([C@H](CC3=CC=CC=C3)NC([C@H](CC(O)=O)NC(CNC([C@H](CC(N)=O)N)=O)=O)=O)=O)=O)=O)=O)CCC2)=O)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,534.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Glusa E. Desulfated hirugen (hirudin 54-65) induces endothelium-dependent relaxation of porcine pulmonary arteries. Thromb Haemost. 1994 Aug;72(2):318-21. PubMed PMID: 7530386. 2: Koh CY, Kumar S, Kazimirova M, Nuttall PA, Radhakrishnan UP, Kim S, Jagadeeswaran P, Imamura T, Mizuguchi J, Iwanaga S, Swaminathan K, Kini RM. Crystal structure of thrombin in complex with S-variegin: insights of a novel mechanism of inhibition and design of tunable thrombin inhibitors. PLoS One. 2011;6(10):e26367. doi: 10.1371/journal.pone.0026367. Epub 2011 Oct 28. PubMed PMID: 22053189; PubMed Central PMCID: PMC3203879. 3: Zavyalova E, Kopylov A. Multiple inhibitory kinetics reveal an allosteric interplay among thrombin functional sites. Thromb Res. 2015 Jan;135(1):212-6. doi: 10.1016/j.thromres.2014.11.005. Epub 2014 Nov 15. PubMed PMID: 25467079. 4: Zarpellon A, Celikel R, Roberts JR, McClintock RA, Mendolicchio GL, Moore KL, Jing H, Varughese KI, Ruggeri ZM. Binding of alpha-thrombin to surface-anchored platelet glycoprotein Ib(alpha) sulfotyrosines through a two-site mechanism involving exosite I. Proc Natl Acad Sci U S A. 2011 May 24;108(21):8628-33. doi: 10.1073/pnas.1017042108. Epub 2011 May 9. PubMed PMID: 21555542; PubMed Central PMCID: PMC3102361. 5: Wu CC, Wang WY, Wei CK, Teng CM. Combined blockade of thrombin anion binding exosite-1 and PAR4 produces synergistic antiplatelet effect in human platelets. Thromb Haemost. 2011 Jan;105(1):88-95. doi: 10.1160/TH10-05-0305. Epub 2010 Nov 5. PubMed PMID: 21057701. 6: Mutch NJ, Myles T, Leung LL, Morrissey JH. Polyphosphate binds with high affinity to exosite II of thrombin. J Thromb Haemost. 2010 Mar;8(3):548-55. doi: 10.1111/j.1538-7836.2009.03723.x. Epub 2009 Dec 11. PubMed PMID: 20002544; PubMed Central PMCID: PMC2856763. 7: Ahmed HU, Blakeley MP, Cianci M, Cruickshank DW, Hubbard JA, Helliwell JR. The determination of protonation states in proteins. Acta Crystallogr D Biol Crystallogr. 2007 Aug;63(Pt 8):906-22. Epub 2007 Jul 17. PubMed PMID: 17642517. 8: Reuning U, Bang NU. Regulation of the urokinase-type plasminogen activator receptor on vascular smooth muscle cells is under the control of thrombin and other mitogens. Arterioscler Thromb. 1992 Oct;12(10):1161-70. PubMed PMID: 1327097. 9: Monteiro RQ, Rapôso JG, Wisner A, Guimarães JA, Bon C, Zingali RB. Allosteric changes of thrombin catalytic site induced by interaction of bothrojaracin with anion-binding exosites I and II. Biochem Biophys Res Commun. 1999 Sep 7;262(3):819-22. PubMed PMID: 10471408. 10: Ganesh V, Lee AY, Clardy J, Tulinsky A. Comparison of the structures of the cyclotheonamide A complexes of human alpha-thrombin and bovine beta-trypsin. Protein Sci. 1996 May;5(5):825-35. PubMed PMID: 8732754; PubMed Central PMCID: PMC2143408. 11: Naski MC, Lorand L, Shafer JA. Characterization of the kinetic pathway for fibrin promotion of alpha-thrombin-catalyzed activation of plasma factor XIII. Biochemistry. 1991 Jan 29;30(4):934-41. PubMed PMID: 1989686. 12: Dekker RJ, Eichinger A, Stoop AA, Bode W, Pannekoek H, Horrevoets AJ. The variable region-1 from tissue-type plasminogen activator confers specificity for plasminogen activator inhibitor-1 to thrombin by facilitating catalysis: release of a kinetic block by a heterologous protein surface loop. J Mol Biol. 1999 Oct 29;293(3):613-27. PubMed PMID: 10543954. 13: Strassel C, Eckly A, Léon C, Moog S, Cazenave JP, Gachet C, Lanza F. Hirudin and heparin enable efficient megakaryocyte differentiation of mouse bone marrow progenitors. Exp Cell Res. 2012 Jan 1;318(1):25-32. doi: 10.1016/j.yexcr.2011.10.003. Epub 2011 Oct 8. PubMed PMID: 22008103. 14: Bauman SJ, Church FC. Enhancement of heparin cofactor II anticoagulant activity. J Biol Chem. 1999 Dec 3;274(49):34556-65. PubMed PMID: 10574918. 15: Fernandes LG, de Morais ZM, Vasconcellos SA, Nascimento AL. Leptospira interrogans reduces fibrin clot formation by modulating human thrombin activity via exosite I. Pathog Dis. 2015 Jun;73(4). pii: ftv001. doi: 10.1093/femspd/ftv001. Epub 2015 Jan 28. PubMed PMID: 25834144. 16: Levine L. Alpha-thrombin and trypsin use different receptors to stimulate arachidonic acid metabolism. Prostaglandins. 1994 Jun;47(6):437-49. PubMed PMID: 7938615. 17: Okayama T, Muramatsu R, Seki S, Nukui E, Hagiwara M, Hayashi H, Morikawa T. Anticoagulant peptides; synthesis, stability and antithrombin activity of hirudin C-terminal-related peptides and their disulfated analog. Chem Pharm Bull (Tokyo). 1996 Jul;44(7):1344-50. PubMed PMID: 8706141. 18: Qiu X, Padmanabhan KP, Carperos VE, Tulinsky A, Kline T, Maraganore JM, Fenton JW 2nd. Structure of the hirulog 3-thrombin complex and nature of the S' subsites of substrates and inhibitors. Biochemistry. 1992 Dec 1;31(47):11689-97. PubMed PMID: 1445905. 19: Linder R, Frebelius S, Grip L, Swedenborg J. The influence of direct and antithrombin-dependent thrombin inhibitors on the procoagulant and anticoagulant effects of thrombin. Thromb Res. 2003 Jun 1;110(4):221-6. PubMed PMID: 14512086. 20: Yao SK, McNatt J, Anderson HV, Eidt J, Cui KX, Golino P, Glas-Greenwalt P, Maraganore J, Buja LM, Willerson JT. Thrombin inhibition enhances tissue-type plasminogen activator-induced thrombolysis and delays reocclusion. Am J Physiol. 1992 Feb;262(2 Pt 2):H374-9. PubMed PMID: 1539695.