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Predicate | Object |
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rdf:type | |
lifeskim:mentions |
umls-concept:C0001492,
umls-concept:C0025202,
umls-concept:C0025207,
umls-concept:C0026667,
umls-concept:C0034650,
umls-concept:C0205349,
umls-concept:C0220781,
umls-concept:C0243071,
umls-concept:C0441655,
umls-concept:C0733755,
umls-concept:C1123023,
umls-concept:C1707455,
umls-concept:C1883254,
umls-concept:C2603343
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pubmed:issue |
12
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pubmed:dateCreated |
1981-3-24
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pubmed:abstractText |
The synthesis and purification of several analogues of the melanotropins with amino acid substitutions at the tyrosine-2 and methionine-4(7) positions are reported. The compounds synthesized included [4-norleucine]-alpha-MSH, [7-norleucine]-beta p-MSH, [2-3',5'-diiodotyrosine]-alpha-MSH, [2-D-tyrosine]-alpha-MSH, and [2-phenylalanine,4-norleucine]-alpha-MSH. The biological activities of these derivatives were measured and compared on normal melanocytes (frog skins) and on transformed melanocytes (mouse melanoma adenylate cyclase), over the entire dose-response range. All compounds tested were full agonists in both assay systems but varied considerably in potency. The relative potencies in the frog skin assay (alpha-MSH = 1.0) were as follows: [Nle7]-beta p-MSH (5.2) > [Nle4]-alpha-MSH (2.3) > alpha-MSH (1.0) > [Phe2,Nle4]-alpha-MSH (0.80) > beta p-MSH (0.55) > [I2-Tyr2]-alpha-MSH (0.12) > [D-Tyr2]-alpha-MSH (0.04). The relative potencies in the melanoma adenylate cyclase system were [Nle7]-beta p-MSH (4.2) > beta p-MSH (2.2) > [Nle4]-alpha-MSH (2.0) > alpha-MSH (1.0) approximately equal to [Phe2,Nle4]-alpha-MSH (0.9) > [I2-Tyr2]-alpha-MSH (0.40) > [D-Tyr2]-alpha-MSH (0.20). There appears to be some differences in structural specificity at the melanotropin receptors of the two cell systems.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
23
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1432-7
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7452698-Adenylate Cyclase,
pubmed-meshheading:7452698-Amino Acid Sequence,
pubmed-meshheading:7452698-Animals,
pubmed-meshheading:7452698-Chemical Phenomena,
pubmed-meshheading:7452698-Chemistry,
pubmed-meshheading:7452698-Melanocyte-Stimulating Hormones,
pubmed-meshheading:7452698-Melanoma,
pubmed-meshheading:7452698-Melanophores,
pubmed-meshheading:7452698-Neoplasms, Experimental,
pubmed-meshheading:7452698-Ranidae,
pubmed-meshheading:7452698-Skin
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pubmed:year |
1980
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pubmed:articleTitle |
Synthesis and structure-function studies of melanocyte stimulating hormone analogues modified in the 2 and 4(7) positions: comparison of activities on frog skin melanophores and melanoma adenylate cyclase.
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pubmed:publicationType |
Journal Article,
Comparative Study,
In Vitro,
Research Support, U.S. Gov't, P.H.S.,
Research Support, U.S. Gov't, Non-P.H.S.
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