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Key Documents

L1898

Sigma-Aldrich

[D-Ala6]-LH-RH acetate salt hydrate

≥97% (HPLC)

Synonym(s):

(D-Ala-6) Luteinizing Hormone Releasing Hormone

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About This Item

Empirical Formula (Hill Notation):
C56H77N17O13 · xC2H4O2 · yH2O
Molecular Weight:
1196.32 (anhydrous free base basis)
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥97% (HPLC)

composition

Peptide content, ≥65%

UniProt accession no.

storage temp.

−20°C

SMILES string

[H]O[H].CC(O)=O.CC(C)C[C@H](NC(=O)[C@@H](C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc4cnc[nH]4)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/C56H77N17O13.C2H4O2.H2O/c1-29(2)20-39(50(81)67-38(10-6-18-61-56(58)59)55(86)73-19-7-11-44(73)54(85)63-26-45(57)76)68-47(78)30(3)65-49(80)40(21-31-12-14-34(75)15-13-31)69-53(84)43(27-74)72-51(82)41(22-32-24-62-36-9-5-4-8-35(32)36)70-52(83)42(23-33-25-60-28-64-33)71-48(79)37-16-17-46(77)66-37;1-2(3)4;/h4-5,8-9,12-15,24-25,28-30,37-44,62,74-75H,6-7,10-11,16-23,26-27H2,1-3H3,(H2,57,76)(H,60,64)(H,63,85)(H,65,80)(H,66,77)(H,67,81)(H,68,78)(H,69,84)(H,70,83)(H,71,79)(H,72,82)(H4,58,59,61);1H3,(H,3,4);1H2/t30-,37+,38+,39+,40+,41+,42+,43+,44+;;/m1../s1

InChI key

KGUIXKYKIZMKMT-JGUOWLKQSA-N

Gene Information

human ... GNRH1(2796)

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Related Categories

Amino Acid Sequence

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

Application

[D-Ala6]-LH-RH acetate salt hydrate has been used to induce ovulation and to synchronize the reproductive cycle in Sprague-Dawley female rats.

Biochem/physiol Actions

(D-Ala6)-LH-RH is a GnRH (gonadotropin-releasing hormone) agonist. GnRH, which is also referred to 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 pituitary glands. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism.
Potent LH-RH agonist.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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