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MilliporeSigma

M2816

Sigma-Aldrich

Metastin (45-54) amide, human

≥95%

Sinónimos:

Gene product (112-121) amide, human, KiSS-1, Kisspeptin-10

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About This Item

Fórmula empírica (notación de Hill):
C63H83N17O14
Peso molecular:
1302.44
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥95%

UniProt accession no.

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](N)Cc4ccc(O)cc4)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](Cc5ccccc5)C(N)=O

InChI

1S/C63H83N17O14/c1-34(2)24-45(58(90)74-43(18-11-23-70-63(68)69)57(89)75-44(54(67)86)26-35-12-5-3-6-13-35)73-53(85)32-72-56(88)46(27-36-14-7-4-8-15-36)77-62(94)50(33-81)80-61(93)49(30-52(66)84)79-59(91)47(28-38-31-71-42-17-10-9-16-40(38)42)78-60(92)48(29-51(65)83)76-55(87)41(64)25-37-19-21-39(82)22-20-37/h3-10,12-17,19-22,31,34,41,43-50,71,81-82H,11,18,23-30,32-33,64H2,1-2H3,(H2,65,83)(H2,66,84)(H2,67,86)(H,72,88)(H,73,85)(H,74,90)(H,75,89)(H,76,87)(H,77,94)(H,78,92)(H,79,91)(H,80,93)(H4,68,69,70)/t41-,43-,44-,45-,46-,47-,48-,49-,50-/m0/s1

InChI key

RITKWYDZSSQNJI-INXYWQKQSA-N

Gene Information

human ... KISS1(3814)

Amino Acid Sequence

Tyr-Asn-Trp-Asn-Ser-Phe-Gly-Leu-Arg-Phe-NH2

General description

Metastin is also known as kisspeptin 1 (KISS1). It is encoded by KISS1 gene, that is mapped to human chromosome 1q32. Metastin is a tumor suppressor protein, made up of 145 amino acids. The protein fragments contain RFamide motif at the C- terminal end. The encoded protein is expressed in the human hypothalamus, gonads, placenta, liver and pancreas. This novel peptide is mainly isolated from the human placenta.

Application

Metastin (45-54) amide has been used in progesterone release experiments from MA-10 cells. It has also been used to induce gonadal differentiation in clownfish.

Biochem/physiol Actions

Metastin functions as a tumor suppressor via inhibiting secondary tumor growth. Activation of KISS1R (KISS1 receptor), upon binding KISS1, enhances intracellular calcium and activates MAPKs, which restricts cell motility and proliferation. Metastin acts as a potential therapeutic target for various cancers including melanoma, thyroid cancer and bladder cancer, squamous cell carcinoma of the esophagus gastric cancer, hepatocellular carcinoma and breast cancer. Metastin has a crucial role in reproduction. It regulates hypothalamic-pituitary-gonadal axis role via controlling gonadotropin-releasing hormone (GnRH) secretion and determines the onset of puberty. Mutation of the gene leads to central precocious puberty (CPP) in male and dysfunction of metastin signaling causes isolated hypogonadotropic hypogonadism (IHH) in humans and mice. Metastin has the ability to enhance the plasma levels of gonadotropins (follicle-stimulating hormone and luteinizing hormone) and stimulate ovulation in prepubertal female rats.
Metastin is an endogenous ligand to G-protein-coupled orphan receptors such as OT7T175 (also known as AXOR12) and GPR54. Novel placenta-derived hormone. The amide form of metastin is found to be 3-10 times more active than the free acid form of metastin.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Chromosome localization and genomic structure of the KiSS-1 metastasis suppressor gene (KISS1)
West A, et al.
Genomics, 54(1), 145-148 (1998)
Geng-Ming Wang et al.
American journal of translational research, 11(2), 904-910 (2019-03-23)
Nasopharyngeal carcinoma (NPC) is a kind of head-neck malignant neoplasm originated from the nasopharyngeal epithelium and is mainly prevalent in Southern China and Southeast Asia countries. KiSS-1 is an inhibitor of tumor metastasis in a range of cancers. We establish
Kisspeptin signalling and its roles in humans
Tng, Eng Loon
Singapore Medical Journal, 56(12), 649-649 (2015)
Pau Riera et al.
The pharmacogenomics journal, 18(4), 556-564 (2017-12-29)
The role of vascular endothelial growth factor (VEGF) gene polymorphisms in the prognosis of colon cancer prognosis remains unclear. We evaluated the influence of 28 single-nucleotide polymorphisms in 12 genes in the VEGF pathway on the prognosis of 347 patients
Willem Vannecke et al.
ACS chemical biology, 12(8), 2191-2200 (2017-07-18)
Chemical cross-linking is well-established for investigating protein-protein interactions. Traditionally, photo cross-linking is used but is associated with problems of selectivity and UV toxicity in a biological context. We here describe, with live cells and under normal growth conditions, selective cross-linking

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