Skip to Content
Merck
All Photos(1)

Documents

L4513

Sigma-Aldrich

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

≥97% (HPLC), powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Assay

≥97% (HPLC)

form

powder

UniProt accession no.

P01148
P13562
P30968
Q01776

storage temp.

−20°C

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

Gene Information

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

Looking for similar products? Visit Product Comparison Guide

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

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

Signal Word

Danger

Hazard Statements

H360

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Repr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
E L Mumford et al.
Journal of animal science, 72(1), 174-177 (1994-01-01)
A lack of pituitary LH stores has been implicated as the cause of seasonal anestrus and failure to ovulate during the spring transition period in mares. In this experiment, 40 mares were used to study the effects of GnRH, estrogen
Kari L Chesney et al.
Journal of the American Association for Laboratory Animal Science : JAALAS, 59(3), 282-287 (2020-04-04)
Vaginal cytology is the most common method of monitoring the estrous cycle in rats; however, this test requires specific technical training and can be subject to interpretation. Vaginal impedance offers a quicker and less technically challenging alternative and has been
Ashley Michelle Watt et al.
Zoo biology, 39(1), 23-28 (2019-10-17)
The objective of this study was to investigate variation in sperm quality metrics (motility, velocity, and concentration) in the critically endangered Mississippi gopher frog (Lithobates sevosus) over three sampling time points after a luteinizing hormone-releasing hormone analog (LHRHa) induction injection.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service