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L5413

Sigma-Aldrich

Formyl-[D-Trp6]-LH-RH Fragment 2-10

>97% (HPLC)

Synonym(s):

Formyl-Triptorelin 2-10

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About This Item

Empirical Formula (Hill Notation):
C60H77N17O12
Molecular Weight:
1228.36
MDL number:
MFCD03093472
UNSPSC Code:
12352203
PubChem Substance ID:
329817624
NACRES:
NA.32

Quality Level

100

Assay

>97% (HPLC)

UniProt accession no.

P13562

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(=O)N[C@@H](CCCNC(N)=N)C(=O)N7CCC[C@H]7C(=O)NCC(N)=O

InChI

1S/C60H77N17O12/c1-33(2)21-45(53(83)71-43(13-7-19-65-60(62)63)59(89)77-20-8-14-50(77)58(88)68-29-51(61)81)72-55(85)47(23-35-26-66-41-11-5-3-9-39(35)41)75-54(84)46(22-34-15-17-38(80)18-16-34)73-57(87)49(30-78)76-56(86)48(24-36-27-67-42-12-6-4-10-40(36)42)74-52(82)44(70-32-79)25-37-28-64-31-69-37/h3-6,9-12,15-18,26-28,31-33,43-50,66-67,78,80H,7-8,13-14,19-25,29-30H2,1-2H3,(H2,61,81)(H,64,69)(H,68,88)(H,70,79)(H,71,83)(H,72,85)(H,73,87)(H,74,82)(H,75,84)(H,76,86)(H4,62,63,65)/t43-,44-,45-,46-,47+,48-,49-,50-/m0/s1

InChI key

ZZPMMEBSDBNQDQ-NTXUYPKOSA-N

Gene Information

mouse ... Gnrh1(14714)

Amino Acid Sequence

Formyl-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2

Biochem/physiol Actions

Formyl-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2 (Formyl-[D-Trp6]-LH-RH Fragment 2-10) is a peptide from GnRH (gonadotropin-releasing hormone) agonist, triptorelin. GnRH (Glp-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2), which is also referred 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 the pituitary glands. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism. Application of triptorelin suppresses premature LH surge in IVF (in vitro fertilization). Additionally, triptorelin-mediated ovarian suppression in premenopausal women, undergoing chemotherapy for breast cancer, decreases chances of chemotherapy-associated early menopause.

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

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Certificates of Analysis (COA)

Lot/Batch Number
081K1782

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