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M2816

Sigma-Aldrich

Metastin (45-54) amide, human

≥95%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C63H83N17O14
Poids moléculaire :
1302.44
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Niveau de qualité

Essai

≥95%

Numéro d'accès UniProt

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

RITKWYDZSSQNJI-INXYWQKQSA-N

Informations sur le gène

human ... KISS1(3814)

Amino Acid Sequence

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

Description générale

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.

Actions biochimiques/physiologiques

Endogenous ligand to G-protein-coupled orphan receptors; novel placenta-derived hormone.
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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Peripheral administration of metastin induces marked gonadotropin release and ovulation in the rat
Matsui H, et al.
Biochemical and Biophysical Research Communications, 320(2), 383-388 (2004)
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
Chromosome localization and genomic structure of the KiSS-1 metastasis suppressor gene (KISS1)
West A, et al.
Genomics, 54(1), 145-148 (1998)
Wui-Jung Shin et al.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica, 124(4), 291-298 (2016-01-27)
Downregulated expression of KiSS-1 has been correlated with tumor progression, metastasis, and patient prognosis in various human malignancies. However, there is no information regarding the expression of KiSS-1 in oral squamous cell carcinoma (OSCC). Our aims were to examine KiSS-1
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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