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L5413

Sigma-Aldrich

Formyl-[D-Trp6]-LH-RH Fragment 2-10

>97% (HPLC)

Synonyme(s) :

Formyl-Triptorelin 2-10

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About This Item

Formule empirique (notation de Hill):
C60H77N17O12
Poids moléculaire :
1228.36
Numéro MDL:
MFCD03093472
Code UNSPSC :
12352203
ID de substance PubChem :
329817624
Nomenclature NACRES :
NA.32

Niveau de qualité

100

Pureté

>97% (HPLC)

Numéro d'accès UniProt

P13562

Température de stockage

−20°C

Chaîne SMILES 

CC(C)C[C@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@H](CO)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](Cc6c[nH]cn6)NC=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N7CCC[C@H]7C(=O)NCC(N)=O

InChI

1S/C60H77N17O12/c1-33(2)21-45(53(83)71-43(13-7-19-65-60(62)63)59(89)77-20-8-14-50(77)58(88)68-29-51(61)81)72-55(85)47(23-35-26-66-41-11-5-3-9-39(35)41)75-54(84)46(22-34-15-17-38(80)18-16-34)73-57(87)49(30-78)76-56(86)48(24-36-27-67-42-12-6-4-10-40(36)42)74-52(82)44(70-32-79)25-37-28-64-31-69-37/h3-6,9-12,15-18,26-28,31-33,43-50,66-67,78,80H,7-8,13-14,19-25,29-30H2,1-2H3,(H2,61,81)(H,64,69)(H,68,88)(H,70,79)(H,71,83)(H,72,85)(H,73,87)(H,74,82)(H,75,84)(H,76,86)(H4,62,63,65)/t43-,44-,45-,46-,47+,48-,49-,50-/m0/s1

Clé InChI

ZZPMMEBSDBNQDQ-NTXUYPKOSA-N

Informations sur le gène

mouse ... Gnrh1(14714)

Amino Acid Sequence

Formyl-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2

Actions biochimiques/physiologiques

Formyl-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2 (Formyl-[D-Trp6]-LH-RH Fragment 2-10) is a peptide from 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. Application of triptorelin suppresses premature LH surge in IVF (in vitro fertilization). Additionally, triptorelin-mediated ovarian suppression in premenopausal women, undergoing chemotherapy for breast cancer, decreases chances of chemotherapy-associated early menopause.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Consulter la Bibliothèque de documents

Lucia Del Mastro et al.
JAMA, 306(3), 269-276 (2011-07-21)
Premenopausal patients with breast cancer are at high risk of premature ovarian failure induced by systemic treatments, but no standard strategies for preventing this adverse effect are yet available. To determine the effect of the temporary ovarian suppression obtained by
R M Janssens et al.
Human reproduction (Oxford, England), 15(11), 2333-2340 (2000-11-01)
Gonadotrophin-releasing hormone agonists (GnRHa) are routinely used in IVF programmes to prevent an unwanted LH surge and consequent ovulation. Despite its widespread use in IVF, a convincing dose recommendation for GnRHa in IVF does not exist. In our opinion, the
P C Lindsay et al.
Fertility and sterility, 65(2), 342-348 (1996-02-01)
To assess whether tibolone can prevent the bone loss and symptomatic side effects normally associated with GnRH agonist (GnRH-a) use and whether tibolone modifies the effect of GnRH-a on endometriosis. Prospective, double-blind, placebo-controlled, group comparative study. Gynecological research unit in
Luigi Maione et al.
PloS one, 8(7), e69616-e69616 (2013-08-13)
Normosmic congenital hypogonadotropic hypogonadism (nCHH) is a rare reproductive disease leading to lack of puberty and infertility. Loss-of-function mutations of GNRH1 gene are a very rare cause of autosomal recessive nCHH. R31C GNRH1 is the only missense mutation that affects
Indira Nederpelt et al.
British journal of pharmacology, 173(1), 128-141 (2015-09-24)
Drug-target residence time is an important, yet often overlooked, parameter in drug discovery. Multiple studies have proposed an increased residence time to be beneficial for improved drug efficacy and/or longer duration of action. Currently, there are many drugs on the
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