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Chemical Compound Review:

DOHBA 3,5-dihydroxybenzoic acid

Synonyms: PubChem9162, CHEMBL95308, SureCN28106, ACMC-1BQHO, AG-C-83973, ...

Miller, M.J. et al., Miller, M.J. et al., Yassin, F.H. et al., Tsujimori, H. et al.

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Disease relevance of alpha-Resorcylic acid

Aromatic analogues of the EPSP synthase enzyme substrate (S3P), reaction intermediate (1), and product (EPSP) were synthesized from 3,5-dihydroxybenzoic acid and were evaluated as inhibitors of E. coli EPSP synthase [1].

High impact information on alpha-Resorcylic acid

A new analog of the EPSP synthase enzyme reaction intermediate 1, containing a 3-malonate ether moiety in place of the usual 3-phosphate group, was synthesized from 3,5-dihydroxybenzoic acid [2].
Its B/C trans-fused stereoisomer at C-6a was synthesized as a racemate starting from geranylacetone and 3,5-dihydroxybenzoic acid [3].

Analytical, diagnostic and therapeutic context of alpha-Resorcylic acid

Computational study of matrix-peptide interactions in MALDI mass spectrometry: Interactions of 2,5- and 3,5-dihydroxybenzoic acid with the tripeptide valine-proline-leucine [4].

References

Functionalized 3,5-dihydroxybenzoates as potent novel inhibitors of EPSP synthase. Miller, M.J., Ream, J.E., Walker, M.C., Sikorski, J.A. Bioorg. Med. Chem. (1994) [Pubmed]
New EPSP synthase inhibitors: synthesis and evaluation of an aromatic tetrahedral intermediate mimic containing a 3-malonate ether as a 3-phosphate surrogate. Miller, M.J., Cleary, D.G., Ream, J.E., Snyder, K.R., Sikorski, J.A. Bioorg. Med. Chem. (1995) [Pubmed]
Synthesis of the racemate of the stereoisomer at C-6a of BE-40644, a bioactive metabolite of Actinoplanes sp. with a sesquiterpene-substituted p-benzoquinone structure. Tsujimori, H., Mori, K. Biosci. Biotechnol. Biochem. (2001) [Pubmed]
Computational study of matrix-peptide interactions in MALDI mass spectrometry: Interactions of 2,5- and 3,5-dihydroxybenzoic acid with the tripeptide valine-proline-leucine. Yassin, F.H., Marynick, D.S. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]

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