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L4788 Sigma-Aldrich

[D-Trp6]-LH-RH-Leu-Arg-Pro-Gly-NH2

≥80% (HPLC)

Synonym: Triptorelin-Leu-Arg-Pro-Gly Amide

  • Empirical Formula (Hill Notation) C83H115N25O17

  • Molecular Weight 1734.96

  •  MDL number MFCD03093474

  •  PubChem Substance ID 329817413

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, LH-RH, Neuropeptides, Peptides and Proteins,
Quality Level   200
assay   ≥80% (HPLC)
storage temp.   −20°C
SMILES string   CC(C)C[C@H](NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc4ccc(O)cc4)NC(=O)[C@H](CO)NC(=O)[C@H](Cc5c[nH]c6ccccc56)NC(=O)[C@H](Cc7c[nH]cn7)NC(=O)[C@@H]8CCC(=O)N8)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N9CCC[C@H]9C(=O)NCC(N)=O
InChI   1S/C83H115N25O17/c1-44(2)31-58(71(115)99-56(17-9-27-90-82(85)86)80(124)107-29-11-19-65(107)78(122)94-40-67(84)111)98-69(113)41-95-79(123)66-20-12-30-108(66)81(125)57(18-10-28-91-83(87)88)100-72(116)59(32-45(3)4)101-74(118)61(34-47-37-92-53-15-7-5-13-51(47)53)103-73(117)60(33-46-21-23-50(110)24-22-46)102-77(121)64(42-109)106-75(119)62(35-48-38-93-54-16-8-6-14-52(48)54)104-76(120)63(36-49-39-89-43-96-49)105-70(114)55-25-26-68(112)97-55/h5-8,13-16,21-24,37-39,43-45,55-66,92-93,109-110H,9-12,17-20,25-36,40-42H2,1-4H3,(H2,84,111)(H,89,96)(H,94,122)(H,95,123)(H,97,112)(H,98,113)(H,99,115)(H,100,116)(H,101,118)(H,102,121)(H,103,117)(H,104,120)(H,105,114)(H,106,119)(H4,85,86,90)(H4,87,88,91)/t55-,56-,57-,58-,59-,60-,61+,62-,63-,64-,65-,66-/m0/s1
InChI key   PVYPXXICFOKNOB-NMBRWIPZSA-N
Gene Information   human ... CHRNA1(2796)

Description

Amino Acid Sequence

Glp-His-Trp-Ser-Tyr-Trp-Leu-Arg-Pro-Gly-Leu-Arg-Pro-Gly-NH2

Biochem/physiol Actions

Glp-His-Trp-Ser-Tyr-Trp-Leu-Arg-Pro-Gly-Leu-Arg-Pro-Gly-NH2 ([D-Trp6]-LH-RH-Leu-Arg-Pro-Gly-NH2) is a GnRH (gonadotropin-releasing hormone) agonist, triptorelin. 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. Triptorelin is used for the treatment of hormone-associated prostate and breast cancers, endometriosis, uterine fibroids, central precocious puberty and in vitro fertilization.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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