L2761

[des-Gly¹⁰, D-His(Bzl)⁶]-LH-RHエチルアミド

≥97% (HPLC), powder

• 別名: ヒストレリン
• 実験式（ヒル表記法）: C₆₆H₈₆N₁₈O₁₂
• CAS番号: 76712-82-8
• 分子量: 1323.50
• MDL番号: MFCD00133494
• UNSPSCコード: 12352209
• PubChem Substance ID: 24896325
• NACRES: NA.32

特性

• 品質水準: 200
• アッセイ: ≥97% (HPLC)
• 形状: powder
• 組成: Peptide content, ~70%
• UniProtアクセッション番号: P55248; P01148; P07490; P13562; P30968; P30969; Q01776
• 保管温度: −20°C
• SMILES記法: 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)
• InChI Key: HHXHVIJIIXKSOE-UHFFFAOYSA-N
• 遺伝子情報: human ... GNRH1(2796) , GNRHR(2798) ; mouse ... GNRH1(14714) , GNRHR(14715) ; rat ... GNRH1(25194) , GNRHR(81668)

詳細

Amino Acid Sequence

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

アプリケーション

[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

生物化学的／生理学的作用

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.

特徴および利点

その他のLH-RHアゴニストと比較して脂溶性が高いにもかかわらず、水に対する溶解性も保持しています。

安全性情報

• ピクトグラム: GHS08
• シグナルワード: Danger
• 危険有害性情報: H360
• 注意書き: P201 - P308 + P313
• 危険有害性の分類: Repr. 1B
• 保管分類コード: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): Eyeshields, Gloves, type P3 (EN 143) respirator cartridges