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L7134

Sigma-Aldrich

Luteinizing hormone releasing hormone human acetate salt

≥98% (HPLC), powder

Synonym(s):

Gonadoliberin, Gonadotropin releasing hormone, LH-RH

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About This Item

Empirical Formula (Hill Notation):
C55H75N17O13
CAS Number:
71447-49-9
Molecular Weight:
1182.29
MDL number:
MFCD00133489
UNSPSC Code:
51111800
PubChem Substance ID:
329817648
NACRES:
NA.32

Quality Level

200

Assay

≥98% (HPLC)

form

powder

mol wt

Mr 1182.33

UniProt accession no.

P01148

storage temp.

−20°C

SMILES string

CC(O)=O.CC(O)=O.CC(C)C[C@H](NC(=O)CNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc4c[nH]cn4)NC(=O)[C@@H]5CCC(=O)N5)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N6CCC[C@H]6C(=O)NCC(N)=O

InChI

1S/C55H75N17O13.2C2H4O2/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36;2*1-2(3)4/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60);2*1H3,(H,3,4)/t36-,37-,38-,39-,40-,41-,42-,43-;;/m0../s1

InChI key

QOVPLTBEZAJSHY-VIRDRFNDSA-N

Gene Information

human ... GNRH1(2796)

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Amino Acid Sequence

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

Application

Luteinizing hormone releasing hormone human acetate salt has been used:
  • for synchronization of the ovulations
  • for pre-absorption of the anti-GnRH antibody in staining procedures
  • to study pituitary sensitivity to GnRH in presence of endocrine disrupting compound

Biochem/physiol Actions

Hypothalamic peptide that stimulates release of gonadotrophins from anterior pituitary, thus regulating reproductive functions.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Components

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

Other Notes

free peptide
Lyophilized from 0.5% acetic acid

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’.

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L A MacConell et al.
Neuroendocrinology, 70(4), 246-254 (1999-10-26)
Activin is essential for the regulation of normal mammalian reproductive function at both the pituitary and gonadal levels. However, its central actions in the control of the hypothalamic-pituitary-gonadal axis remain largely unexplored. The present study aims to determine whether activin
ERa and GnRH co-localize in the hypothalamic neurons of the South American plains vizcacha, Lagostomus maximus (Rodentia, Caviomorpha)
Pablo Ignacio
Journal of Molecular Histology (2017)
Verónica Berta Dorfman et al.
Biology of reproduction, 89(5), 115-115 (2013-10-04)
In mammals, elevated levels of progesterone (P4) throughout gestation maintain a negative feedback over the hypothalamic-hypophyseal-gonadal (H-H-G) axis, avoiding preovulatory follicular growth and preventing ovulation. Recent studies showed that in the South American plains vizcacha (Lagostomus maximus) folliculogenesis progresses to
Histological characterization of gonadotropin-releasing hormone
(GnRH) in the hypothalamus of the South American plains
vizcacha (Lagostomus maximus)
Veronica, et.la
Journal of Molecular Histology (2011)
Nicholas A Levis et al.
Ecology and evolution, 5(7), 1405-1411 (2015-04-22)
Phenotypic plasticity is commonplace, and plasticity theory predicts that organisms should often evolve mechanisms to detect and respond to environmental cues that accurately predict future environmental conditions. Here, we test this prediction in tadpoles of spadefoot toads, Spea multiplicata. These
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