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Merck
CN

L6524

Sigma-Aldrich

[D-pGlu1, D-Phe2, D-Trp3,6]-LH-RH

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C67H84N16O13
CAS Number:
68059-94-9
Molecular Weight:
1321.48
MDL number:
MFCD00076582
UNSPSC Code:
12352200

Key Documents

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Assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@H](CO)NC(=O)[C@@H](Cc4c[nH]c5ccccc45)NC(=O)[C@@H](Cc6ccccc6)NC(=O)[C@H]7CCC(=O)N7)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N8CCC[C@H]8C(=O)NCC(N)=O

InChI

1S/C67H84N16O13/c1-37(2)28-49(59(89)76-48(18-10-26-71-67(69)70)66(96)83-27-11-19-55(83)65(95)74-35-56(68)86)77-62(92)52(31-40-33-72-45-16-8-6-14-43(40)45)80-61(91)51(30-39-20-22-42(85)23-21-39)79-64(94)54(36-84)82-63(93)53(32-41-34-73-46-17-9-7-15-44(41)46)81-60(90)50(29-38-12-4-3-5-13-38)78-58(88)47-24-25-57(87)75-47/h3-9,12-17,20-23,33-34,37,47-55,72-73,84-85H,10-11,18-19,24-32,35-36H2,1-2H3,(H2,68,86)(H,74,95)(H,75,87)(H,76,89)(H,77,92)(H,78,88)(H,79,94)(H,80,91)(H,81,90)(H,82,93)(H4,69,70,71)/t47-,48+,49+,50-,51+,52-,53-,54+,55+/m1/s1

InChI key

NYWIVATZZKIKCF-FKDXDCHSSA-N

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Amino Acid Sequence

D-pGlu-D-Phe-D-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2

Biochem/physiol Actions

Substance P antagonist; inhibits spinal cord vasomotor responses

Other Notes

Similar to L 2636, but produced by Sigma.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360

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

Regulatory Information

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T Funabashi et al.
Endocrine journal, 41(5), 559-563 (1994-10-01)
To gain a better understanding of the existence of an ultra-short feedback mechanism controlling LHRH secretion in the medial preoptic area (MPO), we examined the effects of microinjections of LHRH or the LHRH antagonist [D-pGlu1, D-Phe2, D-Try3,6] into the MPO
Y Takano et al.
Brain research, 337(2), 357-361 (1985-07-01)
Intrathecal injections of the luteinizing hormone-releasing hormone (LH-RH) analogue, [D-pGlu1-D-Phe2-D-Trp3,6]-LH-RH caused dose-dependent decreases in mean arterial blood pressure in anesthetized rats similar to those seen with [D-Pro4-D-Trp7,9]-substance P4-11. Similarly, intrathecal injections of either peptide reversed the pressor response elicited by
M S Blank et al.
Neuroendocrinology, 35(5), 309-312 (1982-11-01)
Administration of a gonadotropin-releasing hormone (GnRH) antagonist, [D-Phe, D-Trp3.6]-GnRH, to immature female rats blocks the equivalent elevations in serum luteinizing hormone (LH) which are provoked by exogenous, natural GnRH (8 ng/100 g BW) or naloxone (0.25 mg/100 g BW), a
P B Jones et al.
Endocrinology, 110(5), 1663-1671 (1982-05-01)
The mechanism by which gonadotropin-releasing hormone (GnRH) inhibits ovarian progesterone production was investigated by studying the GnRH modulation of 3 beta-hydroxysteroid dehydrogenase (3 beta-HSD)/delta 5-delta 4-isomerase activity in cultured rat granulosa cells. Ovarian granulosa cells, obtained from immature hypophysectomized estrogen-treated
C Wang et al.
Molecular and cellular endocrinology, 44(1), 61-68 (1986-01-01)
We studied the effects of LHRH and its analogs on plasminogen activator production and progesterone and estradiol secretion by granulosa cells isolated from adult rat Graafian follicles. LHRH and its agonist ([des- -Gly10,D-Trp6,Pro9-NHEt]LHRH) stimulated small but significant increases in plasminogen
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