Abstract
The biosynthesis of the newly isolated polyamine, sym-homospermidine (NH(2)-[CH(2)](4)-NH-[CH(2)](4) -NH(2)), was studied by using radioactive amino acids. Arginine was the most effective precursor, being about 10 times as active as ornithine. Unlabelled agmatine and putrescine markedly inhibited the incorporation of [(14)C]arginine into homospermidine. Similarly the incorporation of ornithine was inhibited by unlabelled arginine and putrescine. gamma-Aminobutyraldehyde, the oxidation product of putrescine, was considered to be one of the intermediates in the biosynthesis of homospermidine. The biosynthesis may involve a Schiff-base formation of putrescine with gamma-aminobutyraldehyde and subsequent reduction. A limited synthesis of spermidine also takes place under these conditions.
MeSH Terms
Aldehydes
Amidines/pharmacology
Arginine/metabolism,pharmacology
Autoradiography
Carbon Isotopes
Chromatography, Paper
Glutamates/metabolism
Ornithine/metabolism
Oxidation-Reduction
Plants/metabolism
Polyamines/isolation & purification
Putrescine/pharmacology
Spermidine/biosynthesis
Chemicals
Aldehydes
Amidines
Carbon Isotopes
Glutamates
Polyamines
Arginine
Ornithine
Spermidine
Putrescine
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Kuttan R
Radhakrishnan A N
References (16)
16 references, click to expand
-
Accelerated chromatographic analysis of amino acids commonly found in physiological fluids on a spherical resin of specific design.
Anal Biochem. 1965 Nov;13(2):265-80
PMID: 5863684
-
A MICROMETHOD FOR THE DETERMINATION OF TRANSAMINASE ACTIVITY USING LIQUID SCINTILLATION COUNTING.
Clin Chim Acta. 1964 Sep;10:271-5
PMID: 14205917
-
OCCURRENCE OF POLYAMINES IN THE GERMS OF CEREALS.
Arch Biochem Biophys. 1964 Apr;105:209-10
PMID: 14165499
-
Multiple pathways of putrescine biosynthesis in Escherichia coli.
J Biol Chem. 1966 Jul 10;241(13):3129-35
PMID: 5330264
-
Nature of the polyamine in plant viruses.
Virology. 1962 Jun;17:276-81
PMID: 14452077
-
Nature and site of origin of the hyperglycaemic substance released following an injection of growth hormone.
Nature. 1957 Feb 16;179(4555):376
PMID: 13407726
-
sym-Homospermidine, a naturally occurring polyamine.
Biochemistry. 1971 Feb 2;10(3):361-5
PMID: 5543960
-
The biosynthesis of putrescine in higher plants and its relation to potassium nutrition.
Biochem J. 1962 Aug;84:292-4
PMID: 13914425
-
The biosynthesis of spermidine and spermine from putrescine and methionine.
J Biol Chem. 1958 Oct;233(4):907-14
PMID: 13587513
-
A modified ninhydrin colorimetric analysis for amino acids.
Arch Biochem Biophys. 1957 Mar;67(1):10-5
PMID: 13412116
-
Spermidine and spermine--polyamine components of turnip yellow mosaic virus.
Virology. 1970 Apr;40(4):930-8
PMID: 4914648
-
SPERMIDINE, SPERMINE, AND RELATED AMINES.
Pharmacol Rev. 1964 Sep;16:245-300
PMID: 14211123
-
On the role of S-adenosyl-L-methionine in the biosynthesis of spermidine by rat prostate.
J Biol Chem. 1969 Feb 25;244(4):682-93
PMID: 4889860
-
The production of amines by bacteria: The production of putrescine from l(+)-arginine by Bacterium coli in symbiosis with Streptococcus faecalis.
Biochem J. 1940 Jun;34(6):853-7
PMID: 16747229
-
The biosynthesis of cis-4-hydroxy-L-proline in sandal (Santalum album L.).
Biochem J. 1970 May;117(5):1015-7
PMID: 5451903
-
The quantitative determination of proline and pipecolic acid with ninhydrin.
J Biol Chem. 1954 Jun;208(2):603-13
PMID: 13174571