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Merck
CN

L4513

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

≥97% (HPLC), LH-RH agonist, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C56H78N16O12 · xC2H4O2 · yH2O
Molecular Weight:
1167.32 (anhydrous free base basis)
UNSPSC Code:
12352209
PubChem Substance ID:
329817410
NACRES:
NA.32
MDL number:
MFCD11046043

Key Documents

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Product Name

[des-Gly10, D-Ala6]-LH-RH ethylamide acetate salt hydrate, ≥97% (HPLC), powder

SMILES string

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

InChI key

YEEHIOYEWOESQR-PFHUABGLSA-N

assay

≥97% (HPLC)

form

powder

UniProt accession no.

P01148
P13562
P30968
Q01776

storage temp.

−20°C

Quality Level

100

Gene Information

mouse ... GNRH1(2796), GNRHR(2798)
rat ... GNRH1(14714), GNRHR(14715)

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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

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360

Hazard Classifications

Repr. 1B

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9124
BCCM2085
BCCK4962
BCCH1267
BCCH5398

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W S Yeung et al.
General and comparative endocrinology, 89(3), 323-332 (1993-03-01)
The effects of ovine luteinizing hormone (oLH) and a synthetic analog of luteinizing hormone releasing hormone, des-Gly10 [D-Ala6]-LHRH ethylamide acetate salt (LHRH-A), on gonadal development and on in vitro steroidogenesis in the female phase of the protogynous sex-reversing Monopterus albus
Fertility of rat epididymal sperm after chemically and surgically induced sympathectomy
Kempinas WG, et al.
Biology of Reproduction, 59(4), 897-904 (1998)
Emmet L Guy et al.
Cryobiology, 94, 80-88 (2020-05-22)
The aims of this project were to transfer hormone-induced spermiation and sperm cryopreservation protocols developed in the model salamander species, Ambystoma tigrinum, to three threatened newt species. Additionally, we tested if supplementation with trehalose or thawing at different temperatures impacts
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
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