UNASSIGNED: Plant @entity67870 dehydrogenases (AMADHs, EC 1.2.1.19) belong to the family 10 of @entity264 dehydrogenases and participate in the metabolism of compounds related to @entity1522 such as @entity4663 or osmoprotectants. Their broad specificity covers   -aminoaldehydes, aliphatic and aromatic aldehydes as well as @entity1568 -containing heterocyclic aldehydes. The substrate preference of plant AMADHs is determined by the presence of @entity2574 and aromatic residues in the substrate channel. In this work, 15 new N-acyl derivates of @entity68252 (APAL) and @entity68253 (ABAL) were synthesized and confirmed as substrates of two @entity3587 AMADH isoenzymes (PsAMADH 1 and 2). The compounds were designed considering the previously demonstrated conversion of N-acetyl derivatives as well as substrate channel dimensions (5-8     *  14   ). The acyl chain length and its branching were found less significant for substrate properties than the length of the initial natural substrate. In general, APAL derivatives were found more efficient than the corresponding ABAL derivatives because of the prevailing higher conversion rates and lower K m values. Differences in enzymatic performance between the two isoenzymes corresponded in part to their preferences to APAL to ABAL. The higher PsAMADH2 affinity to substrates correlated with more frequent occurrence of an excess substrate inhibition. Molecular docking indicated the possible auxiliary role of Tyr163, Ser295 and @entity7647 451 in binding of the new substrates. The only derivative carrying a free carboxyl group (N-adipoyl APAL) was surprisingly better substrate than ABAL in PsAMADH2 reaction indicating that also negatively charged @entity3125 might be good substrates for ALDH10 family.

N-acyl-  -aminoaldehydes are efficient substrates of plant XXXX dehydrogenases.

@entity68253 :: ('CHEBI:17769', 'Chemical') :: ['4-aminobutanal'] @entity1522 :: ('CHEBI:33709', 'Chemical') :: ['amino acids'] @entity1568 :: ('MESH:D009584', 'Chemical') :: ['nitrogen'] @entity68252 :: ('MESH:C050862', 'Chemical') :: ['3-aminopropanal'] @entity67870 :: ('CHEBI:22492', 'Chemical') :: ['aminoaldehyde'] @entity4663 :: ('MESH:D011073', 'Chemical') :: ['polyamines'] @entity7647 :: ('CHEBI:32668', 'Chemical') :: ['Gln'] @entity3125 :: ('MESH:D000447', 'Chemical') :: ['aldehydes'] @entity2574 :: ('CHEBI:22660', 'Chemical') :: ['aspartic acid'] @entity3587 :: ('3888', 'Species') :: ['pea'] @entity264 :: ('CHEBI:17478', 'Chemical') :: ['aldehyde']
@entity67870 :: (CHEBI:22492,Chemical) :: ['aminoaldehyde']
