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L9761

[D-Trp⁶]-LH-RH

Name: [<SC>D</SC>-Trp<SUP>6</SUP>]-LH-RH
Brand: SIGMA

≥97% (HPLC), powder

Synonym(s):

[D-Trp⁶]-Luteinizing hormone releasing hormone

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About This Item

Empirical Formula (Hill Notation):

C₆₄H₈₂N₁₈O₁₃

CAS Number:

57773-63-4

Molecular Weight:

1311.45

NACRES:

NA.32

PubChem Substance ID:

329817674

UNSPSC Code:

12352209

MDL number:

MFCD00167541

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Properties

Quality Segment

200

assay

≥97% (HPLC)

form

powder

UniProt accession no.

P01148, P30968

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](Cc6c[nH]cn6)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/C64H82N18O13/c1-34(2)23-46(56(88)75-45(13-7-21-69-64(66)67)63(95)82-22-8-14-52(82)62(94)72-31-53(65)85)76-58(90)48(25-36-28-70-42-11-5-3-9-40(36)42)78-57(89)47(24-35-15-17-39(84)18-16-35)77-61(93)51(32-83)81-59(91)49(26-37-29-71-43-12-6-4-10-41(37)43)79-60(92)50(27-38-30-68-33-73-38)80-55(87)44-19-20-54(86)74-44/h3-6,9-12,15-18,28-30,33-34,44-52,70-71,83-84H,7-8,13-14,19-27,31-32H2,1-2H3,(H2,65,85)(H,68,73)(H,72,94)(H,74,86)(H,75,88)(H,76,90)(H,77,93)(H,78,89)(H,79,92)(H,80,87)(H,81,91)(H4,66,67,69)/t44-,45-,46-,47-,48+,49-,50-,51-,52-/m0/s1

InChI key

VXKHXGOKWPXYNA-PGBVPBMZSA-N

Gene Information

human ... GNRH1(2796), GNRHR(2798)

Description

Application

[D-Trp6]-LH-RH (luteinizing hormone releasing hormone) has been used to study whether the (M^. – X) region in electron capture dissociation provides information on amino acid composition of polypeptides. It is also used to study the effect of LH-RH on the production of progesterone (P), estradiol (E2) or human chorionic gonadotropin (hCG) by JEG-3 choriocarcinoma cells.

Biochem/physiol Actions

Potent LH-RH agonist with enhanced biological activity due to its slower rate of degradation. Like [D-Lys⁶]-LH-RH, the D-Trp⁶ analog has been shown to be effective against cancers expressing the LH-RH receptor. However, unlike the D-Lys⁶ analog, it is generally used in the unconjugated form.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS08

signalword

Danger

hcodes

H360

pcodes

P201 - P308 + P313

Hazard Classifications

Repr. 1B

Storage Class

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