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Key Documents

L4513

Sigma-Aldrich

[des-Gly10, D-Ala6]-LH-RH ethylamide acetate salt hydrate

≥97% (HPLC), powder

Synonyme(s) :

Ethylamide Acetate, Ethylamide Acetate Salt, des-Gly¹⁰ LH-RH

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About This Item

Formule empirique (notation de Hill):
C56H78N16O12 · xC2H4O2 · yH2O
Poids moléculaire :
1167.32 (anhydrous free base basis)
Numéro MDL:
Code UNSPSC :
12352209
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Niveau de qualité

Pureté

≥97% (HPLC)

Forme

powder

Numéro d'accès UniProt

Température de stockage

−20°C

Chaîne SMILES 

O.CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CO)NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)[C@H](Cc5c[nH]cn5)NC(=O)[C@@H]6CCC(=O)N6

InChI

1S/C56H78N16O12.C2H4O2.H2O/c1-5-60-54(83)45-13-9-21-72(45)55(84)39(12-8-20-61-56(57)58)66-50(79)40(22-30(2)3)67-47(76)31(4)64-49(78)41(23-32-14-16-35(74)17-15-32)68-53(82)44(28-73)71-51(80)42(24-33-26-62-37-11-7-6-10-36(33)37)69-52(81)43(25-34-27-59-29-63-34)70-48(77)38-18-19-46(75)65-38;1-2(3)4;/h6-7,10-11,14-17,26-27,29-31,38-45,62,73-74H,5,8-9,12-13,18-25,28H2,1-4H3,(H,59,63)(H,60,83)(H,64,78)(H,65,75)(H,66,79)(H,67,76)(H,68,82)(H,69,81)(H,70,77)(H,71,80)(H4,57,58,61);1H3,(H,3,4);1H2/t31-,38+,39+,40+,41+,42+,43+,44+,45+;;/m1../s1

Clé InChI

YEEHIOYEWOESQR-PFHUABGLSA-N

Informations sur le gène

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Amino Acid Sequence

Glp-His-Trp-Ser-Tyr-Ala-Leu-Arg-Pro-NHEt

Application

[des-Gly10, D-Ala6]-LH-RH ethylamide acetate salt hydrate has been used:
  • as an luteinizing hormone-releasing hormone (LHRH) agonist to synchronize a cohort of females rats
  • to synchronize naturally cycling rats
  • to induce ovulation as a gonadotropin-releasing hormone (GnRH) analogue and as a supplement in Galap extender to dilute qualified ejaculate

Actions biochimiques/physiologiques

Potent LH-RH agonist in rats and mice; reversibly delays sexual maturation in rats, stimulates spawning activity in fish. GnRH ( gonadotropin-releasing hormone, 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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

Health hazard

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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 P3 (EN 143) respirator cartridges


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Annette E Evans et al.
Oecologia, 192(4), 909-918 (2020-03-13)
Phenotypic plasticity can be an important adaptive response to climate change, particularly for dispersal-limited species. Temperature frequently alters developmental and phenotypic traits including morphology, behavior, and reproductive cycles. We often lack crucial information about if and how thermal conditions during
Lucia Arregui et al.
Reproduction, fertility, and development (2021-11-01)
Asynchrony of gamete release is problematic in amphibian captive breeding programs but can be overcome by short-term storage of spermatozoa. Hormonally induced sperm from the model species Anaxyrus fowleri were used to determine storage conditions for optimal fertilisation capacity. Sperm
Patterns of Distal-less gene expression and inductive interactions in the head of the direct developing frog Eleutherodactylus coqui
Fang H, et al.
Developmental Biology, 179(1), 160-172 (1996)
Amanda B Gillis et al.
PloS one, 16(1), e0245047-e0245047 (2021-01-12)
The aims of this project were to characterize tiger salamander (Ambystoma tigrinum) spermatozoa motility over time, when excreted as either milt or spermic urine prior to packaging into a spermatophore, and to determine the effect of temperature on sperm motility.
Motility, mitochondrial membrane potential and ATP content of rabbit spermatozoa stored in extender supplemented with GnRH analogue [des-Gly10, D-Ala6]-LH-RH ethylamide
Gogol P, et al.
Polish Journal of Veterinary Sciences, 17(4), 571-575 (2014)

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