[des-Gly¹⁰, D-His(Bzl)⁶]-LH-RH ethylamide

SIGMA/L2761 - ≥97% (HPLC), powder

Synonym: Histrelin

CAS Number: 76712-82-8
Empirical Formula (Hill Notation): C₆₆H₈₆N₁₈O₁₂
Molecular Weight: 1323.50
MDL Number: MFCD00133494
Linear Formula: C₆₆H₈₆N₁₈O₁₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-L2761-.5MG	0.5 mg	$162.00 1/EA		Add To Favorites
45-L2761-1MG	1 mg	$279.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
composition	Peptide content, ~70%
form	powder
InChI	1S/C66H86N18O12/c1-4-70-64(95)55-17-11-25-84(55)65(96)48(16-10-24-71-66(67)68)76-58(89)49(26-38(2)3)77-62(93)53(30-43-34-83(37-74-43)33-40-12-6-5-7-13-40)81-59(90)50(27-39-18-20-44(86)21-19-39)78-63(94)54(35-85)82-60(91)51(28-41-31-72-46-15-9-8-14-45(41)46)79-61(92)52(29-42-32-69-36-73-42)80-57(88)47-22-23-56(87)75-47/h5-9,12-15,18-21,31-32,34,36-38,47-55,72,85-86H,4,10-11,16-17,22-30,33,35H2,1-3H3,(H,69,73)(H,70,95)(H,75,87)(H,76,89)(H,77,93)(H,78,94)(H,79,92)(H,80,88)(H,81,90)(H,82,91)(H4,67,68,71)
InChI key	HHXHVIJIIXKSOE-UHFFFAOYSA-N
Quality Level	200
SMILES string	CCNC(=O)C1CCCN1C(=O)C(CCCNC(N)=N)NC(=O)C(CC(C)C)NC(=O)C(Cc2cn(Cc3ccccc3)cn2)NC(=O)C(Cc4ccc(O)cc4)NC(=O)C(CO)NC(=O)C(Cc5c[nH]c6ccccc56)NC(=O)C(Cc7cnc[nH]7)NC(=O)C8CCC(=O)N8
storage temp.	−20°C
UniProt accession no.	P55248
	P01148
	P07490
	P13562
	P30968
	P30969
	Q01776

Amino Acid Sequence:	Glp-His-Trp-Ser-Tyr-His(Bzl)-Leu-Arg-Pro-NHEt
Application:	[des-Gly¹⁰, D-His(Bzl)⁶]-LH-RH ethylamide has been used: • for inducing Batrachoseps gravid females to oviposit • for comparing the effect of LHRH (luteinizing hormone-releasing hormone) agonists and dopamine antagonists in Lithobates pipiens • for inducing oviposition in females of Taricha granulosa and Ensatina eschscoltzii • to induce spawning in Spea hammondii adults
Biochem/physiol Actions:	Glp-His-Trp-Ser-Tyr-His(Bzl)-Leu-Arg-Pro-NHEt ([des-Gly¹⁰, D-His(Bzl)⁶]-LH-RH) is a GnRH (gonadotropin-releasing hormone) agonist, histerelin. GnRH (Glp-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2), which is also referred as LHRH (luteinizing hormone-releasing hormone) or gonadorelin, is crucial for mammalian reproduction and is released from hypothalamic neurons. It is responsible for the secretion of gonadotropins, luteinizing hormone (LH) and follicle-stimulating hormone (FSH), from the pituitary glands. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism. Histerelin is used for the treatment of central precocious puberty in children. It inhibits actions of sex steroids on the male and female reproductive organs.
Features and Benefits:	Has greater lipophilicity than other LH-RH agonists, but retains high water solubility

Symbol	GHS08
Signal word	Danger
Hazard statements	H360
Precautionary statements	P201 - P308 + P313
Hazard Codes	T
Risk Statements	60
Safety Statements	53-22-36/37/39-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352209

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