Lysipressin

Lysipressin is a pressor peptide isolated from marsupials and pigs that binds to VP receptors, which are analogous to human Vasopressin 2 (V2) receptors. Lysipressin induces contractions in smooth muscle and potentiates effects of gastric lesioning in animal models.

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Lysipressin(CAS 50-57-7)

CAT No: 10-101-23

CAS No: 50-57-7

Synonyms/Alias: LYPRESSIN;Lysipressin;Lysine vasopressin;50-57-7;Syntopressin;8-L-Lysinevasopressin;Postacton;Diapid;Lysine pitressin;Lipresina;Lypressine;Vasopressin, 8-L-lysine-;Vasopressin pig;L-Lysine vasopressin;Vasopressin-8-lysine;Vasopressin, 8-L-lysine;[Lys8]-Vasopressin;DTXSID8048575;(8-Lysine)vasopressin;Vasopressin (lysine form);8-L-Lysine vasopressin;50-57-7 (free base);7CZF3L922Y;DTXCID8028501;(Lys8)-Vasopressin;L-Cysteinyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysylglycinamide cyclic (1->6)-disulfide;[8-Lysine]vasopressin;Lysine-vasopressin;(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide;LVP;Lipressina;Lypressinum;Lysopressin;Lysylvasopressin;Lys Vasopressin;Lysyl Vasopressin;CAS-50-57-7;Vasopressin, Lysyl;(S)-N-((S)-6-amino-1-((2-amino-2-oxoethyl)amino)-1-oxohexan-2-yl)-1-((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide;L-8;Vasopressin, Lysine;Lipressina [DCIT];8 Lysine Vasopressin;8-Lysine Vasopressin;Vasopressin, 8-Lysine;Lipresina [INN-Spanish];Lypressine [INN-French];Lypressinum [INN-Latin];UNII-7CZF3L922Y;Lysipressin?;3-(Phenylalanine)-8-lysine oxytocin;L-lysinamide,;Lysine-ADH;Lypressin [USAN:USP:INN:BAN];NCGC00181743-01;NCGC00181743-02;EINECS 200-050-5;MFCD00076754;BRN 4648365;[Lys8]AVP;LYPRESSIN (MART.);LYPRESSIN (USP-RS);SCHEMBL33287;GTPL2172;CHEMBL1200690;LYPRESSIN (USP IMPURITY);CHEBI:94802;H01BA03;Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2, cyclic 1-6 disulfide;HY-P0004;Tox21_112902;Tox21_113427;AKOS030529559;CCG-270620;CS-5838;DB14642;FL38924;NS00032082;Oxytocin, 3-(L-phenylalanine)-8-L-lysine-;Vasopressin, 8-L-lysine- (7CI,8CI,9CI);C75370;l]carbonyl]-L-prolyl-N-(2-amino-2-oxoethyl)-;BRD-K93331255-001-01-2;BRD-K93331255-001-02-0;Q27082434;1,2-Dithia-5,8,11,14,17-pentaazacycloeicosane-10-propionamide;Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2[Disulfide Bridge: 1-6];(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide;(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentazacycloeicos-4-yl]-oxomethyl]-2-pyrrolidinecarboxamide;1-[[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentaazacycloeicos-4-y;19-amino-4-[2-[[5-amino-1-[(carbamoylmethyl)carbamoyl]pentyl]carbamoyl]-1-pyrrolidinylcarbonyl]-13-benzyl-7-(carbamoylmethyl)-16-p-hydroxybenzyl-6,9,12,15,18-pentaoxo- (6CI);200-050-5;Glycinamide, L-cysteinyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysyl-, cyclic (1>6)-disulfide;L 8;L-CYSTEINYL-L-TYROSYL-L-PHENYLALANYL-L-GLUTAMINYL-L-ASPARAGINYL-L-CYSTEINYL-L-PROLYL-L-LYSYLGLYCINAMIDE CYCLIC (1->6)-DISULPHIDE;L-Cysteinyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-lysylglycinamide cyclic (1-6)-disulfide;

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M.F/FormulaC46H65N13O12S2
M.W/Mr.1056.2
SequenceOne Letter Code:CYFQNCPKG
Three Letter Code:H-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-Lys-Gly-NH2
Labeling TargetVasopressin receptor
ApplicationLysipressin Acetate is a lysine vasopressin, which retains water in the body and constricts blood vessels, It is used to treat bleeding esophageal varices.
AppearanceSolid powder
Purity>98% (or refer to the Certificate of Analysis)
Biological ActivityLysipressin is Antidiuretic hormone that have been found in pigs and some marsupial families. Induces contraction of the rabbit urinary bladder smooth muscle, activate adenylate-cyclase.
Areas of InterestCardiovascular System & Diseases
Pituitary & Hypothalamic Hormones
Source#Synthetic
Long-term Storage ConditionsSoluble in DMSO
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage ConditionsDry, dark and at 0 - 4 °C
Solubility-20 °C
InChIInChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1
InChI KeyBJFIDCADFRDPIO-DZCXQCEKSA-N
BoilingPoint1610.4±65.0 °C at 760 mmHg
ShelfLife>2 years if stored properly
References

The neurohypophyseal hormones of the hippopotamus (Hippopotamus amphibius) and collared peccary (Tayassu angulatus) were isolated by molecular sieving and preparative high-pressure liquid chromatography (HPLC). Oxytocin and arginine vasopressin have been identified by their amino acid compositions and their retention times in HPLC. Lysipressin (lysine vasopressin) was not detected in posterior pituitaries of two hippopotami and nine peccaries (less than 2% of arginine vasopressin in molar ratios). Among the suborder Suiformes of Artiodactyla, the families Hippopotamidae and Tayassuidae do not seem to possess lysipressin, in contrast to the family Suidae in which the pig has lysipressin in place of arginine vasopressin.

Rouille, Y., Chauvet, M. T., Chauvet, J., Acher, R., & Hadley, M. E. (1988). The distribution of lysine vasopressin (lysipressin) in placental mammals: a reinvestigation of the Hippopotamidae (Hippopotamus amphibius) and Tayassuidae (Tayassu angulatus) families. General and comparative endocrinology, 71(3), 475-483.

Melting PointN/A
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