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118812-69-4-Ularitide Ularitide

Ularitide

  • CAT Number: I037817
  • CAS Number: 118812-69-4
  • Molecular Formula: C145H234N52O44S3
  • Molecular Weight: 3505.96
  • Purity: 98%
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Ularitide is a32-amino acid peptide derived from (95-126 residues) of ANP PROHORMONE (1-126 residues); not biologically inactivated by a peptidase from dog kidney cortex membranes.


Catalog Number I037817
CAS Number 118812-69-4
Synonyms

Ularitide; Human urodilatin; ANP 95-126; CDD 95-126;

Molecular Formula C145H234N52O44S3
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name L-Threonyl-L-alanyl-L-prolyl-L-arginyl-L-seryl-L-leucyl-L-arginyl-L-arginyl-L-seryl-L-seryl-L-cysteinyl-L-phenylalanylglycylglycyl-L-arginyl-L-methionyl-L-aspartyl-L-arginyl-L-isoleucylglycyl-L-alanyl-L-glutaminyl-L-serylglycyl-L-leucylglycyl-L-cysteinyl-L-asparaginyl-L-seryl-L-phenylalanyl-L-arginyl-L-tyrosine cyclic (11->27)-disulfide
InChI InChI=1S/C145H234N52O44S3/c1-11-72(6)112-137(238)171-60-106(208)172-73(7)113(214)177-86(40-41-103(146)205)122(223)190-95(63-198)116(217)170-61-108(210)175-88(51-70(2)3)114(215)169-62-109(211)176-100(133(234)187-92(56-104(147)206)127(228)193-97(65-200)130(231)186-91(54-77-27-16-13-17-28-77)126(227)180-82(31-20-45-163-142(153)154)119(220)189-94(139(240)241)55-78-36-38-79(204)39-37-78)68-243-244-69-101(134(235)185-90(53-76-25-14-12-15-26-76)115(216)168-58-105(207)167-59-107(209)174-80(29-18-43-161-140(149)150)117(218)182-87(42-50-242-10)123(224)188-93(57-110(212)213)128(229)181-85(124(225)196-112)34-23-48-166-145(159)160)195-132(233)99(67-202)194-131(232)98(66-201)192-120(221)83(32-21-46-164-143(155)156)178-118(219)81(30-19-44-162-141(151)152)179-125(226)89(52-71(4)5)184-129(230)96(64-199)191-121(222)84(33-22-47-165-144(157)158)183-135(236)102-35-24-49-197(102)138(239)74(8)173-136(237)111(148)75(9)203/h12-17,25-28,36-39,70-75,80-102,111-112,198-204H,11,18-24,29-35,40-69,148H2,1-10H3,(H2,146,205)(H2,147,206)(H,167,207)(H,168,216)(H,169,215)(H,170,217)(H,171,238)(H,172,208)(H,173,237)(H,174,209)(H,175,210)(H,176,211)(H,177,214)(H,178,219)(H,179,226)(H,180,227)(H,181,229)(H,182,218)(H,183,236)(H,184,230)(H,185,235)(H,186,231)(H,187,234)(H,188,224)(H,189,220)(H,190,223)(H,191,222)(H,192,221)(H,193,228)(H,194,232)(H,195,233)(H,196,225)(H,212,213)(H,240,241)(H4,149,150,161)(H4,151,152,162)(H4,153,154,163)(H4,155,156,164)(H4,157,158,165)(H4,159,160,166)/t72-,73-,74-,75+,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,111-,112-/m0/s1
InChIKey IUCCYQIEZNQWRS-DWWHXVEHSA-N
SMILES CC[C@@H]([C@@H]1NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H]2CCCN2C([C@@H](NC([C@H]([C@H](O)C)N)=O)C)=O)=O)CCCNC(N)=N)=O)CO)=O)CC(C)C)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CO)=O)CO)=O)CSSC[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(O)=O)Cc3ccc(O)cc3)=O)CCCNC(N)=N)=O)Cc4ccccc4)=O)CO)=O)CC(N)=O)=O)NC(CNC([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC(CNC1=O)=O)C)=O)CCC(N)=O)=O)CO)=O)=O)CC(C)C)=O)=O)=O)Cc5ccccc5)=O)=O)=O)CCCNC(N)=N)=O)CCSC)=O)CC(O)=O)=O)CCCNC(N)=N)=O)C
Reference

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2: Emani S, Meyer M, Palm D, Holzmeister J, Haas GJ. Ularitide: a natriuretic peptide candidate for the treatment of acutely decompensated heart failure. Future Cardiol. 2015 Sep;11(5):531-46. doi: 10.2217/fca.15.53. Epub 2015 Aug 17. Review. PubMed PMID: 26278236.
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4: Mitrovic V, Seferovic PM, Simeunovic D, Ristic AD, Miric M, Moiseyev VS, Kobalava Z, Nitsche K, Forssmann WG, Lüss H, Meyer M. Haemodynamic and clinical effects of ularitide in decompensated heart failure. Eur Heart J. 2006 Dec;27(23):2823-32. Epub 2006 Oct 30. PubMed PMID: 17074775.
5: Lüss H, Mitrovic V, Seferovic PM, Simeunovic D, Ristić AD, Moiseyev VS, Forssmann WG, Hamdy AM, Meyer M. Renal effects of ularitide in patients with decompensated heart failure. Am Heart J. 2008 Jun;155(6):1012.e1-8. doi: 10.1016/j.ahj.2008.02.011. PubMed PMID: 18513512.
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7: Meyer M, Pfarr E, Schirmer G, Uberbacher HJ, Schöpe K, Böhm E, Flüge T, Mentz P, Scigalla P, Forssmann WG. Therapeutic use of the natriuretic peptide ularitide in acute renal failure. Ren Fail. 1999 Jan;21(1):85-100. PubMed PMID: 10048120.
8: Korn C, Neidlein R, Strein K, Wilhelms OH. Synergistic effects of ularitide acetate with classical bronchorelaxants on guinea-pig tracheal smooth muscle. Arzneimittelforschung. 1998 May;48(5):475-81. PubMed PMID: 9638314.
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13: Herbert MK, Ginzel S, Mühlschlegel S, Weis KH. Concomitant treatment with urodilatin (ularitide) does not improve renal function in patients with acute renal failure after major abdominal surgery–a randomized controlled trial. Wien Klin Wochenschr. 1999 Feb 26;111(4):141-7. PubMed PMID: 10192146.
14: Meyer M, Flüge T, Kruhøffer M, Forssmann WG. Basic aspects of vasorelaxant and bronchodilating peptides in clinical use: urodilatin (INN: Ularitide), VIP, and PACAP. Ann N Y Acad Sci. 1996 Dec 26;805:443-61; discussion 461-3. Review. PubMed PMID: 8993423.
15: Meyer M, Wiebe K, Wahlers T, Zenker D, Schulze FP, Michels P, Forssmann WG. Urodilatin (INN:ularitide) as a new drug for the therapy of acute renal failure following cardiac surgery. Clin Exp Pharmacol Physiol. 1997 May;24(5):374-6. PubMed PMID: 9143791.
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17: Kuse ER, Meyer M, Constantin R, Oldhafer K, Schlitt HJ, Schulz-Knappe P, Uberbacher HJ, Pichlmayr R, Forssmann WG. [Urodilatin (INN: ularitide). A new peptide in the treatment of acute kidney failure following liver transplantation]. Anaesthesist. 1996 Apr;45(4):351-8. German. PubMed PMID: 8702053.
18: Korn C, Neidlein R, Strein K, Wilhelms OH. Comparison of the effects of ularitide acetate and other bronchorelaxing substances on the thrombin-induced permeability raise of human endothelial cell monolayers. Arzneimittelforschung. 1998 Mar;48(3):251-8. PubMed PMID: 9553682.
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20: Brenner P, Meyer M, Reichenspurner H, Meiser B, Müller R, Mentz P, Schulz-Knappe P, Uberbacher HJ, Kreuzer E, Uberführ P, et al. Significance of prophylactic urodilatin (INN: ularitide) infusion for the prevention of acute renal failure in patients after heart transplantation. Eur J Med Res. 1995 Dec 18;1(3):137-43. PubMed PMID: 9389675.

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