Reaction participants Show >> << Hide
- Name help_outline didehydrodemethylaltemicidin Identifier CHEBI:232321 Charge -1 Formula C12H15N4O7S InChIKeyhelp_outline FYYVDELGYUOOSH-HIFLKKFUSA-M SMILEShelp_outline C=1[C@@]2([C@@](C[C@H](O)[C@]2(C(=O)[O-])NC(CS(N)(=O)=O)=O)(C(C(N)=O)=CN1)[H])[H] 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Name help_outline
reduced coenzyme F420-(γ-Glu)n
Identifier
CHEBI:139511
Charge
-3
Formula
(C5H6NO3)n.C19H22N3O12P
Search links
Involved in 17 reaction(s)
Find proteins in UniProtKB for this molecule
Form(s) in this reaction:
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Identifier: RHEA-COMP:14378Polymer name: reduced coenzyme F420-(γ-L-Glu)(n)Polymerization index help_outline nFormula C19H22N3O12P(C5H6NO3)nCharge (-2)(-1)nMol File for the polymer
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- Name help_outline demethylaltemicidin Identifier CHEBI:232322 Charge -1 Formula C12H17N4O7S InChIKeyhelp_outline KYLQAPDOAYFBOX-HIFLKKFUSA-M SMILEShelp_outline C1[C@@]2([C@@](C[C@H](O)[C@]2(C(=O)[O-])NC(CS(N)(=O)=O)=O)(C(C(N)=O)=CN1)[H])[H] 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Name help_outline
coenzyme F420-(γ-Glu)n
Identifier
CHEBI:133980
Charge
Formula
(C5H6NO3)n.C19H19N3O12P
Search links
Involved in 18 reaction(s)
Find proteins in UniProtKB for this molecule
Form(s) in this reaction:
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Identifier: RHEA-COMP:12939Polymer name: oxidized coenzyme F420-(γ-L-Glu)(n)Polymerization index help_outline nFormula C19H19N3O12P(C5H6NO3)nCharge (-3)(-1)nMol File for the polymer
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- Name help_outline H+ Identifier CHEBI:15378 Charge 1 Formula H InChIKeyhelp_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILEShelp_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,932 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:82399 | RHEA:82400 | RHEA:82401 | RHEA:82402 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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| MetaCyc help_outline |
Publications
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beta-NAD as a building block in natural product biosynthesis.
Barra L., Awakawa T., Shirai K., Hu Z., Bashiri G., Abe I.
<h4>Abstratct</h4>β-Nicotinamide adenine dinucleotide (β-NAD) is a pivotal metabolite for all living organisms and functions as a diffusible electron acceptor and carrier in the catabolic arms of metabolism<sup>1,2</sup>. Furthermore, β-NAD is involved in diverse epigenetic, immunological and stre ... >> More
<h4>Abstratct</h4>β-Nicotinamide adenine dinucleotide (β-NAD) is a pivotal metabolite for all living organisms and functions as a diffusible electron acceptor and carrier in the catabolic arms of metabolism<sup>1,2</sup>. Furthermore, β-NAD is involved in diverse epigenetic, immunological and stress-associated processes, where it is known to be sacrificially utilized as an ADP-ribosyl donor for protein and DNA modifications, or the generation of cell-signalling molecules<sup>3,4</sup>. Here we report the function of β-NAD in secondary metabolite biosynthetic pathways, in which the nicotinamide dinucleotide framework is heavily decorated and serves as a building block for the assembly of a novel class of natural products. The gatekeeping enzyme of the discovered pathway (SbzP) catalyses a pyridoxal phosphate-dependent [3+2]-annulation reaction between β-NAD and S-adenosylmethionine, generating a 6-azatetrahydroindane scaffold. Members of this novel family of β-NAD-tailoring enzymes are widely distributed in the bacterial kingdom and are encoded in diverse biosynthetic gene clusters. The findings of this work set the stage for the discovery and exploitation of β-NAD-derived natural products. << Less
Nature 600:754-758(2021) [PubMed] [EuropePMC]
This publication is cited by 4 other entries.