Anaritide

Anaritide
	Tertiary structure of Anaritide
Identifiers
	IUPAC name L-arginyl-L-seryl-L-seryl-L-cysteinyl-L-phenylalanyl-glycyl-glycyl-L-arginyl-L-methionyl-L-alpha-aspartyl-L-arginyl-L-isoleucyl-glycyl-L-alanyl-L-glutaminyl-L-seryl-glycyl-L-leucyl-glycyl-L-cysteinyl-L-asparagyl-L-seryl-L-phenylalanyl-L-arginyl-L-tyrosine;
CAS Number	95896-08-5 ;
PubChem CID	16132382;
ChemSpider	17294213;
UNII	1M00R25BPL;
Chemical and physical data
Formula	C112H177N39O35S3
Molar mass	2726.07 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(C)C(C(=O)NCC(=O)NC(C)C(=O)NC(CCC(=O)N)C(=O)NC(CO)C(=O)NCC(=O)NC(CC(C)C)C(=O)NCC(=O)NC(CS)C(=O)NC(CC(=O)N)C(=O)NC(CO)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC2=CC=C(C=C2)O)C(=O)O)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC(=O)O)NC(=O)C(CCSC)NC(=O)C(CCCNC(=N)N)NC(=O)CNC(=O)CNC(=O)C(CC3=CC=CC=C3)NC(=O)C(CS)NC(=O)C(CO)NC(=O)C(CO)NC(=O)C(CCCNC(=N)N)N;
	InChI InChI=1S/C112H177N39O35S3/c1-7-56(4)88(151-98(175)65(25-17-36-127-112(122)123)139-101(178)72(43-87(164)165)144-97(174)67(32-37-189-6)140-94(171)63(23-15-34-125-110(118)119)134-84(161)45-128-82(159)44-129-92(169)69(39-58-18-10-8-11-19-58)141-106(183)79(54-188)150-104(181)77(52-155)149-103(180)75(50-153)146-90(167)62(113)22-14-33-124-109(116)117)107(184)132-46-83(160)133-57(5)89(166)137-66(30-31-80(114)157)96(173)147-74(49-152)93(170)131-47-85(162)135-68(38-55(2)3)91(168)130-48-86(163)136-78(53-187)105(182)143-71(42-81(115)158)100(177)148-76(51-154)102(179)142-70(40-59-20-12-9-13-21-59)99(176)138-64(24-16-35-126-111(120)121)95(172)145-73(108(185)186)41-60-26-28-61(156)29-27-60/h8-13,18-21,26-29,55-57,62-79,88,152-156,187-188H,7,14-17,22-25,30-54,113H2,1-6H3,(H2,114,157)(H2,115,158)(H,128,159)(H,129,169)(H,130,168)(H,131,170)(H,132,184)(H,133,160)(H,134,161)(H,135,162)(H,136,163)(H,137,166)(H,138,176)(H,139,178)(H,140,171)(H,141,183)(H,142,179)(H,143,182)(H,144,174)(H,145,172)(H,146,167)(H,147,173)(H,148,177)(H,149,180)(H,150,181)(H,151,175)(H,164,165)(H,185,186)(H4,116,117,124)(H4,118,119,125)(H4,120,121,126)(H4,122,123,127)/t56-,57-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,88-/m0/s1; Key:PBSXKCQOTWYLMQ-LWECRCKRSA-N;

Anaritide (also known as human atrial natriuretic peptide [102-126])^[1] is a synthetic analogue of atrial natriuretic peptide^[2] (ANP).

Structure

Anartidine has the following primary structure:^[3]

RSSCFGGRMDRIGAQSGLGCNSFRY

or

H-Arg-Ser-Ser-Cys-Phe-Gly-Gly-Arg-Met-Asp-Arg-Ile-Gly-Ala-Gln-Ser-Gly-Leu-Gly-Cys-Asn-Ser-Phe-Arg-Tyr-OH

This structure is identical to residues 102-126 of human preproANP.^[1]^[4] In comparison, active human ANP comprises resides 99-126 of human preproANP.^[5]

Medical uses

Anaritide has been investigated as a potential therapy for acute tubular necrosis but was shown not to improve the dialysis-free survival of these patients.^[2] It also appears to exacerbate proteinuria and natriuresis in patients with nephrotic syndrome.^[6]

References

^ ^a ^b Englebach IM, Lappe RW, Hand JM (1988-07-22). "Bronchoprotective and bronchodilator activity of anaritide (human atrial natriuretic factor [102-126]) infusion in the anesthetized guinea pig". Pulmonary Pharmacology. 1 (3): 119–123. doi:10.1016/S0952-0600(88)80009-7. PMID 2980981.
^ ^a ^b Allgren RL, Marbury TC, Rahman SN, Weisberg LS, Fenves AZ, Lafayette RA, et al. (March 1997). "Anaritide in acute tubular necrosis. Auriculin Anaritide Acute Renal Failure Study Group". The New England Journal of Medicine. 336 (12): 828–834. doi:10.1056/NEJM199703203361203. PMID 9062091.
^ Sato M, Anno I, Yamaguchi M, Iida H, Orii K (2006). "Splenic artery aneurysm of the anomalous splenomesenteric trunk: successful treatment by transcatheter embolization using detachable coils". CardioVascular and Interventional Radiology. 29 (3): 432–434. doi:10.1007/s00270-005-0036-x. PMID 16132382. S2CID 37802801.
^ Yandle T, Crozier I, Nicholls G, Espiner E, Carne A, Brennan S (July 1987). "Amino acid sequence of atrial natriuretic peptides in human coronary sinus plasma". Biochemical and Biophysical Research Communications. 146 (2): 832–839. doi:10.1016/0006-291X(87)90606-1. PMID 2956952.
^ Rosenzweig A, Seidman CE (1991). "Atrial natriuretic factor and related peptide hormones". Annual Review of Biochemistry. 60: 229–255. doi:10.1146/annurev.bi.60.070191.001305. PMID 1652921.
^ Zietse R, Schalekamp MA (November 1988). "Effect of synthetic human atrial natriuretic peptide (102-126) in nephrotic syndrome". Kidney International. 34 (5): 717–724. doi:10.1038/ki.1988.238. PMID 2974095.

[reference_1-1] Englebach IM, Lappe RW, Hand JM (1988-07-22). "Bronchoprotective and bronchodilator activity of anaritide (human atrial natriuretic factor [102-126]) infusion in the anesthetized guinea pig". Pulmonary Pharmacology. 1 (3): 119–123. doi:10.1016/S0952-0600(88)80009-7. PMID 2980981.

[reference_2-2] Allgren RL, Marbury TC, Rahman SN, Weisberg LS, Fenves AZ, Lafayette RA, et al. (March 1997). "Anaritide in acute tubular necrosis. Auriculin Anaritide Acute Renal Failure Study Group". The New England Journal of Medicine. 336 (12): 828–834. doi:10.1056/NEJM199703203361203. PMID 9062091.

[pubmed-3] Sato M, Anno I, Yamaguchi M, Iida H, Orii K (2006). "Splenic artery aneurysm of the anomalous splenomesenteric trunk: successful treatment by transcatheter embolization using detachable coils". CardioVascular and Interventional Radiology. 29 (3): 432–434. doi:10.1007/s00270-005-0036-x. PMID 16132382. S2CID 37802801.

[4] Yandle T, Crozier I, Nicholls G, Espiner E, Carne A, Brennan S (July 1987). "Amino acid sequence of atrial natriuretic peptides in human coronary sinus plasma". Biochemical and Biophysical Research Communications. 146 (2): 832–839. doi:10.1016/0006-291X(87)90606-1. PMID 2956952.

[5] Rosenzweig A, Seidman CE (1991). "Atrial natriuretic factor and related peptide hormones". Annual Review of Biochemistry. 60: 229–255. doi:10.1146/annurev.bi.60.070191.001305. PMID 1652921.

[6] Zietse R, Schalekamp MA (November 1988). "Effect of synthetic human atrial natriuretic peptide (102-126) in nephrotic syndrome". Kidney International. 34 (5): 717–724. doi:10.1038/ki.1988.238. PMID 2974095.

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