L2761

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

≥97% (HPLC), powder

• Sinónimos: Histrelin
• Fórmula empírica (notación de Hill): C₆₆H₈₆N₁₈O₁₂
• Número de CAS: 76712-82-8
• Peso molecular: 1323.50
• Número MDL: MFCD00133494
• Código UNSPSC: 12352209
• ID de la sustancia en PubChem: 24896325
• NACRES: NA.32

Propiedades

• Nivel de calidad: 200
• Ensayo: ≥97% (HPLC)
• Formulario: powder
• composición: Peptide content, ~70%
• Nº de acceso UniProt: P55248; P01148; P07490; P13562; P30968; P30969; Q01776
• temp. de almacenamiento: −20°C
• cadena SMILES: 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
• 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)
• Clave InChI: HHXHVIJIIXKSOE-UHFFFAOYSA-N
• Información sobre el gen: human ... GNRH1(2796) , GNRHR(2798) ; mouse ... GNRH1(14714) , GNRHR(14715) ; rat ... GNRH1(25194) , GNRHR(81668)

Descripción

Amino Acid Sequence

Glp-His-Trp-Ser-Tyr-His(Bzl)-Leu-Arg-Pro-NHEt

Aplicación

[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

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

Has greater lipophilicity than other LH-RH agonists, but retains high water solubility

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Danger
• Frases de peligro: H360
• Consejos de prudencia: P201 - P308 + P313
• Clasificaciones de peligro: Repr. 1B
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges