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Key Documents

L8008

Sigma-Aldrich

Luteinizing hormone releasing hormone

≥97% (HPLC)

Synonym(s):

GnRH, Gonadotropin-releasing hormone, LH-RH, [Gly-OH10]-LH-RH, pGlu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly

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About This Item

Empirical Formula (Hill Notation):
C55H74N16O14
CAS Number:
Molecular Weight:
1183.27
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Luteinizing hormone releasing hormone, ≥97% (HPLC)

Quality Level

Assay

≥97% (HPLC)

form

powder

color

white

application(s)

cell analysis

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)CNC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CO)NC(=O)C(Cc2c[nH]c3ccccc23)NC(=O)C(Cc4cnc[nH]4)NC(=O)C5CCC(=O)N5)C(=O)NC(CCCNC(N)=N)C(=O)N6CCCC6C(=O)NCC(O)=O

InChI

1S/C55H74N16O14/c1-29(2)19-38(49(80)66-37(9-5-17-59-55(56)57)54(85)71-18-6-10-43(71)53(84)62-26-46(76)77)65-45(75)25-61-47(78)39(20-30-11-13-33(73)14-12-30)67-52(83)42(27-72)70-50(81)40(21-31-23-60-35-8-4-3-7-34(31)35)68-51(82)41(22-32-24-58-28-63-32)69-48(79)36-15-16-44(74)64-36/h3-4,7-8,11-14,23-24,28-29,36-43,60,72-73H,5-6,9-10,15-22,25-27H2,1-2H3,(H,58,63)(H,61,78)(H,62,84)(H,64,74)(H,65,75)(H,66,80)(H,67,83)(H,68,82)(H,69,79)(H,70,81)(H,76,77)(H4,56,57,59)

InChI key

IGACZQNUZMBGFX-UHFFFAOYSA-N

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Amino Acid Sequence

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

Biochem/physiol Actions

Luteinizing hormone releasing hormone (LH-RH) is used to release follicle-stimulating hormone (FSH) and luteinizing hormone (LH) from the anterior pituitary and to study many normal and pathological processes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

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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Constantine A Simintiras et al.
Biology of reproduction, 100(3), 672-685 (2018-11-06)
Pregnancy establishment in cattle is contingent on conceptus elongation-a fundamental developmental event coinciding with the time during which most pregnancies fail. Elongation in vivo is directly driven by uterine secretions, indirectly influenced by systemic progesterone concentrations, and has yet to
Xin Li et al.
Chinese medical journal, 132(10), 1194-1201 (2019-04-12)
Estradiol, as an important hormone in follicular development and endometrial receptivity, is closely related to clinical outcomes of fresh in vitro fertilization embryo transfer (IVF-ET) cycles. The aim of this retrospective study was to evaluate the association between elevated serum
Nozomi Takahashi et al.
Molecular human reproduction, 25(11), 684-694 (2019-09-11)
Advanced glycation end products (AGEs) affect the follicular microenvironment. The close relationship between AGEs, proinflammatory cytokine production and activation of the unfolded protein response (UPR), which involves activating transcription factor 4 (ATF4), is crucial for regulation of various cellular functions.
Mohannad Alharbi et al.
Asian journal of andrology, 22(4), 348-353 (2019-10-02)
Sperm DNA fragmentation (SDF) has been linked with male infertility, and previous studies suggest that SDF can have negative influence on pregnancy outcomes with assisted reproduction. We performed a retrospective review of consecutive couples with a high SDF level that
Daniel J Mathew et al.
Biology of reproduction, 100(2), 365-380 (2018-09-12)
This study investigated bovine conceptus-induced modifications to the endometrial transcriptome related to effects of interferon tau (IFNT), conceptus origin (in vivo vs. in vitro), and conceptus sex. In vitro (IVF) or in vivo (superovulation and artificial insemination, AI) produced blastocysts

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