Synthetic studies of microcolin B.

Member of
HBOI Faculty Contributions
Contributors
Mattern, R.-H.
Gunasekera, Sarath P.
McConnell, O. J.
Publisher
Elsevier B.V.
Date Issued
1995
Note

The octanoyl and desacetyl analogue of the lipopeptide microcolin B isolated from Lyngbya majuscula was synthesized using a segment condensation strategy. To achieve this the unique 1-prolyl-methyl-2-pyrroline unit was prepared from Boc-Pro-Ala-OH in a five step synthesis. This segment was coupled to the dipeptide Boc-Thr-MeVal-OH using PyBoP®. Deprotection followed by PyBroP®-mediated coupling with octanoyl-MeLeu-OH finally led to the octanoyl analogue of desacetylmicrocolin B.

Language
English
Type
Text
Genre
article
Extent
11 p.
Subject (Topical)
Oligopeptides
Cytotoxin
Immunosuppressive agents
Biologically active compounds
Lyngbya
Blue-green algae
Identifier
3331904
Additional Information
The octanoyl and desacetyl analogue of the lipopeptide microcolin B isolated from Lyngbya majuscula was synthesized using a segment condensation strategy. To achieve this the unique 1-prolyl-methyl-2-pyrroline unit was prepared from Boc-Pro-Ala-OH in a five step synthesis. This segment was coupled to the dipeptide Boc-Thr-MeVal-OH using PyBoP®. Deprotection followed by PyBroP®-mediated coupling with octanoyl-MeLeu-OH finally led to the octanoyl analogue of desacetylmicrocolin B.
This manuscript is an author version with the final publication available at http://www.sciencedirect.com/science/journal/00404020 and may be cited as: Mattern, R.-H., Gunasekera, S., & McConnell, O. (1996). Synthetic studies of Microcolin B. Tetrahedron, 52(2), 425-434. doi:10.1016/0040-4020(95)00922-1
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #1112.
Date Backup
1995
Date Text
1995
DOI
10.1016/0040-4020(95)00922-1
Date Issued (EDTF)
1995
Extension


FAU
FAU
admin_unit="FAU01", ingest_id="ing11840", creator="creator:BCHANG", creation_date="2012-01-12 08:15:09", modified_by="super:FAUDIG", modification_date="2014-02-13 08:47:44"

IID
FADT3331904
Issuance
single unit
Organizations
Attributed name: Harbor Branch Oceanographic Institute
Person Preferred Name

Mattern, R.-H.

creator

Physical Description

pdf
11 p.
PURL
http://purl.flvc.org/FCLA/DT/3331904
Title Plain
Synthetic studies of microcolin B.
URL
http://purl.flvc.org/FCLA/DT/3331904
Origin Information

Elsevier B.V.
1995
single unit
Title
Synthetic studies of microcolin B.
Other Title Info

Synthetic studies of microcolin B.