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LGnRH-III, lamprey acetate

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LGnRH-III, lamprey acetate, a GnRH isoform isolated from the sea lamprey, is a weak GnRH receptor agonist with anti-tumor activity. It is an evolutionarily conserved member of the GnRH family and can stimulate the secretion of gonadotropins, luteinizing, and follicle-stimulating hormones.

Category

Peptide Inhibitors

Catalog number

BAT-016373

Molecular Formula

C61H78N18O16

Molecular Weight

1319.38

Specification

IUPAC Name

acetic acid;(3S)-4-[[(2S)-1-[[(2S)-6-amino-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-hydroxy-2-[[(2S)-2-[[(2S)-3-(1H-imidazol-5-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-oxobutanoic acid

Synonyms

H-Pyr-His-Trp-Ser-His-Asp-Trp-Lys-Pro-Gly-NH2.CH3CO2H; L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-histidyl-L-alpha-aspartyl-L-tryptophyl-L-lysyl-L-prolyl-glycinamide acetate

Related CAS

147859-97-0 (free base)

Purity

≥95%

Sequence

Pyr-HWSHDWKPG-NH2.CH3CO2H

Storage

Store at -20°C

Solubility

Soluble in DMSO

InChI

InChI=1S/C59H74N18O14.C2H4O2/c60-16-6-5-12-40(59(91)77-17-7-13-47(77)58(90)66-27-48(61)79)70-52(84)41(18-31-23-64-37-10-3-1-8-35(31)37)72-56(88)45(22-50(81)82)75-55(87)44(21-34-26-63-30-68-34)74-57(89)46(28-78)76-53(85)42(19-32-24-65-38-11-4-2-9-36(32)38)71-54(86)43(20-33-25-62-29-67-33)73-51(83)39-14-15-49(80)69-39;1-2(3)4/h1-4,8-11,23-26,29-30,39-47,64-65,78H,5-7,12-22,27-28,60H2,(H2,61,79)(H,62,67)(H,63,68)(H,66,90)(H,69,80)(H,70,84)(H,71,86)(H,72,88)(H,73,83)(H,74,89)(H,75,87)(H,76,85)(H,81,82);1H3,(H,3,4)/t39-,40-,41-,42-,43-,44-,45-,46-,47-;/m0./s1

InChI Key

AYPOILRYAQYFNE-IPRZRCQXSA-N

Canonical SMILES

C1CC(N(C1)C(=O)C(CCCCN)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC(=O)O)NC(=O)C(CC4=CN=CN4)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8)C(=O)NCC(=O)N.CC(=O)O