Synthesis and characterization of ( sup 3 H)-5 prime azido-N-1-naphthylphthlamic acid, a photolabile N-1-naphthylphthalamic acid analog

Conference · Tue May 01 00:00:00 EDT 1990 · Plant Physiology, Supplement; (USA)

OSTI ID:5725366

Voet, J G; Dodge, B; Harris, K; Jacobs, M; Larkin, L; Bader, S; Schnitzler, G; Sutherland, J ^[1]

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1. 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-; CODEN: PPYSA
• Journal Information: Plant Physiology, Supplement; (USA), Vol. 93:1; Conference: Annual meeting of the American Society of Plant Physiologists, Indianapolis, IN (USA), 29 Jul - 2 Aug 1990; ISSN 0079-2241
• Country of Publication: United States
• Language: English

Related Subjects

59 BASIC BIOLOGICAL SCIENCES
PROTEINS
BIOSYNTHESIS
ACETIC ACID
CELL MEMBRANES
TRACER TECHNIQUES
TRITIUM COMPOUNDS
VEGETABLES
CARBOXYLIC ACIDS
CELL CONSTITUENTS
FOOD
HYDROGEN COMPOUNDS
ISOTOPE APPLICATIONS
MEMBRANES
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
PLANTS
SYNTHESIS
550201* - Biochemistry- Tracer Techniques