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L5022

Sigma-Aldrich

[D-Lys6]-LH-RH

≥95% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C59H84N18O13
CAS Number:
52671-12-2
Molecular Weight:
1253.41
MDL number:
MFCD00133504
UNSPSC Code:
12352200
PubChem Substance ID:
24896386

Assay

≥95% (HPLC)

form

powder

UniProt accession no.

P01148

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)C(CCCCN)NC(=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(N)=O

Gene Information

human ... GNRH1(2796)

Amino Acid Sequence

pGlu-His-Trp-Ser-Tyr-D-Lys-Leu-Arg-Pro-Gly-NH2

Biochem/physiol Actions

LH-RH agonist. It has been conjugated to cytotoxic compounds such as methotrexate (MTX), doxorubicin (DOX), and glutaryl-2-(hydroxymethyl)anthraquinone (G-HMAQ), and together with other conjugated LH-RH analogs comprise a class of targeted chemotherapeutic agents for cancers expressing receptors for LH-RH.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Repr. 1B

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials 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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L Jennes et al.
Peptides, 5 Suppl 1, 215-220 (1984-01-01)
The intracellular pathway of an enzyme resistant GnRH agonist (D-Lys6-GnRH) conjugated to ferritin or to colloidal gold was followed in cultured pituitary cells. After an initial uniform distribution over the cell surface of gonadotropes, the electrondense marker was internalized, either
A Jagannadha Rao et al.
Journal of steroid biochemistry, 23(5B), 807-809 (1985-11-01)
A few analogues of LHRH have been tested in the adult bonnet monkeys using change in serum testosterone following LHRH injection as a parameter of response to LHRH. Of the four analogues tested in male monkeys, Buserelin was found to
J Pinski et al.
Cancer, 72(11), 3263-3270 (1993-12-01)
Palliative methods for treatment of advanced prostatic carcinoma, including those based on luteinizing hormone-releasing hormone (LH-RH) agonists, cannot prevent the ultimate growth of hormone-independent cells, and the duration of disease remission in patients with prostate cancer is limited. New therapeutic
Z Rékási et al.
Endocrinology, 132(5), 1991-2000 (1993-05-01)
A novel class of targeted chemotherapeutic agents based on cytotoxic compounds linked to LHRH analogs was tested in a long term superfusion system in order to determine their effects on different types of rat pituitary cells. The compounds investigated included
Alexandra P Kafka et al.
Molecular pharmaceutics, 6(5), 1483-1491 (2009-08-07)
Poly(ethylcyanoacrylate) (PECA) nanoparticles containing the bioactive d-Lys(6)-GnRH were manufactured by an in situ interfacial polymerization process using a w/o-microemulsion template containing the peptide in the dispersed aqueous pseudophase of the microemulsion. Polymeric nanoparticles were characterized using PCS, RP-HPLC (bulk level)
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