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    [ CAS No. 102-93-2 ] {[proInfo.proName]}

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    Cat. No.: {[proInfo.prAm]}
    Chemical Structure| 102-93-2
    Chemical Structure| 102-93-2
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    Anushree Mondal ; Pronay Roy ; Jaclyn Carrannatto , et al. DOI: PubMed ID:

    Abstract: The prenylated-flavin mononucleotide-dependent decarboxylases (also known as UbiD-like enzymes) are the most recently discovered family of decarboxylases. The modified flavin facilitates the decarboxylation of unsaturated carboxylic acids through a novel mechanism involving 1,3-dipolar cyclo-addition chemistry. UbiD-like enzymes have attracted considerable interest for biocatalysis applications due to their ability to catalyse (de)carboxylation reactions on a broad range of aromatic substrates at otherwise unreactive carbon centres. There are now ~35[thin space (1/6-em)]000 protein sequences annotated as hypothetical UbiD-like enzymes. Sequence similarity network analyses of the UbiD protein family suggests that there are likely dozens of distinct decarboxylase enzymes represented within this family. Furthermore, many of the enzymes so far characterized can decarboxylate a broad range of substrates. Here we describe a strategy to identify potential substrates of UbiD-like enzymes based on detecting enzyme-catalysed solvent deuterium exchange into potential substrates. Using ferulic acid decarboxylase (FDC) as a model system, we tested a diverse range of aromatic and heterocyclic molecules for their ability to undergo enzyme-catalysed H/D exchange in deuterated buffer. We found that FDC catalyses H/D exchange, albeit at generally very low levels, into a wide range of small, aromatic molecules that have little resemblance to its physiological substrate. In contrast, the sub-set of aromatic carboxylic acids that are substrates for FDC-catalysed decarboxylation is much smaller. We discuss the implications of these findings for screening uncharacterized UbiD-like enzymes for novel (de)carboxylase activity.

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    Product Details of [ 102-93-2 ]

    CAS No. :102-93-2 MDL No. :MFCD00025535
    Formula : C9H11NO Boiling Point : -
    Linear Structure Formula :- InChI Key :VYIBCOSBNVFEIW-UHFFFAOYSA-N
    M.W : 149.19 Pubchem ID :7625
    Synonyms :

    Calculated chemistry of [ 102-93-2 ]      Expand+

    Physicochemical Properties

    Num. heavy atoms : 11
    Num. arom. heavy atoms : 6
    Fraction Csp3 : 0.22
    Num. rotatable bonds : 3
    Num. H-bond acceptors : 1.0
    Num. H-bond donors : 1.0
    Molar Refractivity : 43.93
    TPSA : 43.09 ?2

    Pharmacokinetics

    GI absorption : High
    BBB permeant : Yes
    P-gp substrate : No
    CYP1A2 inhibitor : Yes
    CYP2C19 inhibitor : No
    CYP2C9 inhibitor : No
    CYP2D6 inhibitor : No
    CYP3A4 inhibitor : No
    Log Kp (skin permeation) : -6.56 cm/s

    Lipophilicity

    Log Po/w (iLOGP) : 1.45
    Log Po/w (XLOGP3) : 0.91
    Log Po/w (WLOGP) : 1.1
    Log Po/w (MLOGP) : 1.58
    Log Po/w (SILICOS-IT) : 1.64
    Consensus Log Po/w : 1.34

    Druglikeness

    Lipinski : 0.0
    Ghose : None
    Veber : 0.0
    Egan : 0.0
    Muegge : 1.0
    Bioavailability Score : 0.55

    Water Solubility

    Log S (ESOL) : -1.54
    Solubility : 4.26 mg/ml ; 0.0286 mol/l
    Class : Very soluble
    Log S (Ali) : -1.4
    Solubility : 5.93 mg/ml ; 0.0398 mol/l
    Class : Very soluble
    Log S (SILICOS-IT) : -2.78
    Solubility : 0.249 mg/ml ; 0.00167 mol/l
    Class : Soluble

    Medicinal Chemistry

    PAINS : 0.0 alert
    Brenk : 0.0 alert
    Leadlikeness : 1.0
    Synthetic accessibility : 1.0

    Safety of [ 102-93-2 ]

    Signal Word:Warning Class:N/A
    Precautionary Statements:P261-P305+P351+P338 UN#:N/A
    Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
    GHS Pictogram:
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    ; ;