Abstract
The major outer membrane proteins from Escherichia coli K-12 are modified to contain alpha-aminoadipic acid delta-semialdehyde (allysine). The allysine was found to be derived from lysine and it was identified by derivatizing it to chloronorleucine by reduction, alpha-aminoadipic acid by oxidation, and to alpha,epsilon-diaminopimelic acid by reacting it with CN- and NH3. The alpha-aminoadipic acid was identified by mass spectrometry. Two major outer membrane proteins were found to possess allysine, a modified lysine characteristically found to connective tissue.
MeSH Terms
2-Aminoadipic Acid/analogs & derivatives,analysis
Aldehydes/analysis
Amino Acids, Dicarboxylic/analysis
Chromatography, Thin Layer
Escherichia coli/metabolism
Mass Spectrometry
Membrane Proteins
Chemicals
Aldehydes
Amino Acids, Dicarboxylic
Membrane Proteins
2-Aminoadipic Acid
allysine
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Diedrich D L
Schnaitman C A
References (19)
19 references, click to expand
-
Presence of tightly bound NAD+ in urocanase of Pseudomonas putida.
J Biol Chem. 1977 Aug 25;252(16):5701-7
PMID: 18470
-
Outer membrane proteins of Escherichia coli. V. Evidence that protein 1 and bacteriophage-directed protein 2 are different polypeptides.
J Bacteriol. 1977 Aug;131(2):598-607
PMID: 328488
-
Outer membrane proteins of Escherichia coli. VI. Protein alteration in bacteriophage-resistant mutants.
J Bacteriol. 1977 Aug;131(2):608-22
PMID: 328489
-
The major proteins of the Escherichia coli outer cell-envelope membrane. Heterogeneity of protein I.
Eur J Biochem. 1976 Mar 16;63(1):47-52
PMID: 770169
-
Electrophoretic resolution of the "major outer membrane protein" of Escherichia coli K12 into four bands.
FEBS Lett. 1975 Oct 15;58(1):254-8
PMID: 773686
-
Asymmetrical distribution and artifactual reorientation of lipopolysaccharide in the outer membrane bilayer of Salmonella typhimurium.
Eur J Biochem. 1975 Feb 21;51(2):343-52
PMID: 807474
-
Outer membrane of Salmonella typhimurium: accessibility of phospholipid head groups to phospholipase c and cyanogen bromide activated dextran in the external medium.
Biochemistry. 1976 Jun 15;15(12):2561-70
PMID: 820368
-
Isolation, purification, and cross-linking profiles of elastin from lung and aorta.
Biochemistry. 1976 Nov 2;15(22):4912-8
PMID: 990252
-
Outer membrane proteins of Escherichia coli. 3. Evidence that the major protein of Escherichia coli O111 outer membrane consists of four distinct polypeptide species.
J Bacteriol. 1974 May;118(2):442-53
PMID: 4208134
-
Outer membrane proteins of Escherichia coli. I. Effect of preparative conditions on the migration of protein in polyacrylamide gels.
Arch Biochem Biophys. 1973 Aug;157(2):541-52
PMID: 4581236
-
Con--mutants: class of mutants in Escherichia coli K-12 lacking a major cell wall protein and defective in conjugation and adsorption of a bacteriophage.
J Bacteriol. 1974 Sep;119(3):726-35
PMID: 4604263
-
Characterization of the major envelope protein from Escherichia coli. Regular arrangement on the peptidoglycan and unusual dodecyl sulfate binding.
J Biol Chem. 1974 Dec 25;249(24):8019-29
PMID: 4609976
-
Maturation analysis in connective tissue proteins by (14C)cyanide incorporation.
J Biol Chem. 1974 Apr 10;249(7):2212-9
PMID: 4818831
-
Purification of adenosylmethionine decarboxylase from Escherichia coli W: evidence for covalently bound pyruvate.
J Biol Chem. 1970 Apr 25;245(8):2132-9
PMID: 4909563
-
Identification of alpha-ketobutyrate as the prosthetic group of urocanase from Pseudomonas putida.
J Biol Chem. 1970 Feb 10;245(3):528-37
PMID: 5412708
-
Alpha-amino alcohols as products of a reductive side reaction of denatured collagen with sodium borohydride.
Biochemistry. 1970 May 12;9(10):2123-7
PMID: 5442175
-
Studies on the reduction of elastin. II. Evidence for the presence of alpha-aminoadipic acid delta-semialdehyde and its aldol condensation product.
Biochemistry. 1969 Jul;8(7):2837-45
PMID: 5808336
-
Investigation of the nature of the intermediates involved in desmosine biosynthesis.
Biochem Biophys Res Commun. 1967 Jan 23;26(2):132-7
PMID: 6030261
-
Temperate Bacteriophage Which Causes the Production of a New Major Outer Membrane Protein by Escherichia coli.
J Virol. 1975 May;15(5):1121-30
PMID: 16789148