Synthesis and characterization of ( sup 3 H)-5 prime azido-N-1-naphthylphthlamic acid, a photolabile N-1-naphthylphthalamic acid analog
Conference
·
· Plant Physiology, Supplement; (USA)
OSTI ID:5725366
- Swarthmore College, PA (USA)
The NPA (N-1-naphthylphthalamic acid) receptor is an important protein involved in the regulation of transport of indole-3-acetic acid (IAA). In our attempt to isolate and characterize this protein we have previously synthesized and characterized a photolabile analog of NPA, 5{prime}-azido-NPA (Az-NPA) and shown it to be a competitor of NPA for binding sites on the NPA receptor as well as an inhibitor of auxin transport. We have now synthesized and characterized ({sup 3}H)-Az-NPA. The precursor, 2,3,4,5-Br-5{prime}-amino-NPA was dehydrohalogenated with tritium gas by Research Products International. The amino group was converted to an azido group and the product purified by HPLC. ({sup 3}H)-Az-NPA was found to be photolabile and to co-chromatograph with our synthetic unlabeled Az-NPA. Furthermore, the tritiated material was found to bind to zucchini hypocotyl cell membranes in a manner competitive with NPA as well as unlabeled Az-NPA. Photolysis of zucchini phase-partitioned plasma membranes in the presence of ({sup 3}H)-Az-NPA resulted in covalent association of tritium with the membranes. Much of this covalent association could be prevented by prior treatment of the membranes with excess NPA.
- OSTI ID:
- 5725366
- Report Number(s):
- CONF-9007196--
- Conference Information:
- Journal Name: Plant Physiology, Supplement; (USA) Journal Volume: 93:1
- Country of Publication:
- United States
- Language:
- English
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Journal Article
·
Tue Sep 01 00:00:00 EDT 1987
· Plant Physiol.; (United States)
·
OSTI ID:6998110
5'-azido-N-1-naphthylphthalamic acid, a photolabile analog of the auxin transport inhibitor, N-1-naphthylphthalamic acid: synthesis and binding properties
Conference
·
Fri May 01 00:00:00 EDT 1987
· Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States)
·
OSTI ID:6023769
5 prime -Azido-(3,6- sup 3 H sub 2 )-1-naphthylphthalamic acid, a photoactivatable probe for naphthylphthalamic acid receptor proteins from higher plants: Identification of a 23-kDa protein from maize coleoptile plasma membranes
Journal Article
·
Tue Jan 14 23:00:00 EST 1992
· Proceedings of the National Academy of Sciences of the United States of America; (United States)
·
OSTI ID:5617966
Related Subjects
550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ACETIC ACID
BIOSYNTHESIS
CARBOXYLIC ACIDS
CELL CONSTITUENTS
CELL MEMBRANES
FOOD
HYDROGEN COMPOUNDS
ISOTOPE APPLICATIONS
MEMBRANES
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
PLANTS
PROTEINS
SYNTHESIS
TRACER TECHNIQUES
TRITIUM COMPOUNDS
VEGETABLES
59 BASIC BIOLOGICAL SCIENCES
ACETIC ACID
BIOSYNTHESIS
CARBOXYLIC ACIDS
CELL CONSTITUENTS
CELL MEMBRANES
FOOD
HYDROGEN COMPOUNDS
ISOTOPE APPLICATIONS
MEMBRANES
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
PLANTS
PROTEINS
SYNTHESIS
TRACER TECHNIQUES
TRITIUM COMPOUNDS
VEGETABLES