Synthesis of [l-Isoleucine-, 3-Proline-, and 5-Alanine]-angiotensins.II
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive InfoField | Value | |
Creator |
Khosla, M C
Chaturvedi, N C Smeby, R R Bumpus, F M |
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Date |
2010-08-23T10:27:05Z
2010-08-23T10:27:05Z 1968 |
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Identifier |
Biochemistry,7,1968,3417-3421
http://hdl.handle.net/123456789/563 |
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Description |
[1:-Isoleucine,5-isoleucine]-angiotensin II and [3-proline,5-isoleucine]-angiotensin II were synthesized by the solid-phase method using dicyclohexylcarbodiimide
as the condensing agent. The formation of the
arginyl-proline bond was extremely difficult under conditions
used. The former had about 25% pressor and
50% oxytocic activities giving further evidence the
acidity of the ,a-carboxyl is unnecessary. The latter
possessed 40% pressor and 80% oxytocic activities of
the parent angiotensin. This relatively high biological activity was surprising because of the limitation on
possible peptide conformations imposed by this cyclic
amino acid.
[5-Alanine]-angiotensin II was prepared by solid
phase using N-ethyl-5-phenylisoxazolium-3-sulfonate
as the condensing agent. This peptide possessed
approximately 5% of pressor activity of angiotensin
II indicating the importance of branched side
chain of valine or isoleucine occurring naturally in this
position.
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Format |
3863937 bytes
application/pdf |
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Language |
en
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Subject |
[1:-Isoleucine,5-isoleucine]-angiotensin II and
[5-Alanine]-angiotensin II a-aspartyl-angiotensin methylene group |
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Title |
Synthesis of [l-Isoleucine-, 3-Proline-, and 5-Alanine]-angiotensins.II
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Type |
Article
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