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L4897

Sigma-Aldrich

Luteinizing hormone releasing hormone salmon

≥97% (HPLC)

Synonym(s):

GnRH, Gonadoliberin, Gonadotropin releasing hormone, LH-RH

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About This Item

Empirical Formula (Hill Notation):
C60H73N15O13
CAS Number:
86073-88-3
Molecular Weight:
1212.31
MDL number:
MFCD00133497
UNSPSC Code:
51111800
PubChem Substance ID:
24896381
NACRES:
NA.32

Quality Level

200

Assay

≥97% (HPLC)

UniProt accession no.

P55248
P01148
P07490
P13562
P30968
P30969
Q01776

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)C(Cc3ccc(O)cc3)NC(=O)C(CO)NC(=O)C(Cc4c[nH]c5ccccc45)NC(=O)C(Cc6cnc[nH]6)NC(=O)C7CCC(=O)N7)C(=O)N8CCCC8C(=O)NCC(N)=O

InChI

1S/C60H73N15O13/c1-32(2)20-47(60(88)75-19-7-12-49(75)59(87)65-28-50(61)78)73-55(83)44(22-34-25-63-40-10-5-3-8-38(34)40)69-52(80)29-66-53(81)43(21-33-13-15-37(77)16-14-33)70-58(86)48(30-76)74-56(84)45(23-35-26-64-41-11-6-4-9-39(35)41)71-57(85)46(24-36-27-62-31-67-36)72-54(82)42-17-18-51(79)68-42/h3-6,8-11,13-16,25-27,31-32,42-49,63-64,76-77H,7,12,17-24,28-30H2,1-2H3,(H2,61,78)(H,62,67)(H,65,87)(H,66,81)(H,68,79)(H,69,80)(H,70,86)(H,71,85)(H,72,82)(H,73,83)(H,74,84)

InChI key

NMJREATYWWNIKX-UHFFFAOYSA-N

Gene Information

human ... GNRH1(2796) , GNRHR(2798)
mouse ... GNRH1(14714) , GNRHR(14715)
rat ... GNRH1(25194) , GNRHR(81668)

Amino Acid Sequence

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

Application

Luteinizing hormone releasing hormone (salmon) has been used to study the effect of LHRH (luteinizing hormone releasing hormone) in the brain of Podarcis sicula sicula (male) during reproduction. It has been used to study the hormonal regulation of PACAP (pituitary adenylate cyclase-activating polypeptide) and its receptor, PAC1 (adenylate cyclase activating polypeptide 1 (pituitary) receptor type I).

Biochem/physiol Actions

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

Other Notes

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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A Gobbetti et al.
Journal of reproduction and fertility, 101(3), 523-529 (1994-08-01)
The release of PGF2 alpha and PGE2, progesterone, androgens and oestradiol in vitro, and the aromatase activity in the brain of the male lizard Podarcis sicula sicula during three different phases of the reproductive period were evaluated. In addition, the
Vasoactive Intestinal Peptide Indirectly Elicits Pituitary LH Secretion Independent of GnRH in Female Zebrafish.
Tanaka, et al.
Endocrinology, 163 (2022)
Weiming Zheng et al.
Reproductive sciences (Thousand Oaks, Calif.), 21(1), 41-51 (2013-05-22)
Pituitary adenylate cyclase-activating polypeptide (PACAP) and its receptors are expressed in the hypothalamus, the gonadotrope cells of the anterior pituitary gland, and the gonads, forming an autocrine-paracrine system in these tissues. Within the pituitary, PACAP functions either alone or synergistically
Shel-Hwa Yeo et al.
Neuroendocrinology, 100(2-3), 191-197 (2014-10-11)
Kisspeptin-Gpr54 signaling is critical for regulating the activity of gonadotropin-releasing hormone (GnRH) neurons in mammals. Previous studies have shown that the negative feedback mechanism is disrupted in global Gpr54-null mutants. The present investigation aimed to determine (1) if a lack
Araceli Diez-Fraile et al.
Human fertility (Cambridge, England), 17(2), 90-98 (2014-04-02)
Reproductive life span and fertility have been shown to depend on successful early folliculogenesis, which involves cell-to-cell communication and the concerted regulation of gene expression at both the oocyte and granulosa cell levels. Recently, micro RNAs (miRNAs) were identified as
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