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Fig. 7 | BMC Biotechnology

Fig. 7

From: Different genome-wide transcriptome responses of Nocardioides simplex VKM Ac-2033D to phytosterol and cortisone 21-acetate

Fig. 7

Biochemical scheme of sterol catabolism in N. simplex VKM Ac-2033D. Genes coding respective proteins are denoted, locus-tags from N. simplex VKM Ac-2033D are predicted, see Table 3. a Modification of 3β-ol-5-ene to 3-keto-4-ene moiety in A-ring of steroid core; b degradation of the C24-branched sterol side chain to C19-steroids; c steroid core modifications; d steroid core degradation via 9(10)-seco pathway. I - sterols; II - stenones. R = H, campesterol, campestenone; R = CH3, sitosterol, stigmast-4-en-3-one (β-sitostenone); XVII - androst-4-ene-3,17-dione (AD), XVIII - androsta-1,4-diene-3,17-dione (ADD), XIX - 9α-hydroxy-AD, XX - unstable 9α-hydroxy-ADD, XXI - 3β-hydroxy-9,10-seco-androsta-1,3,5(10)- triene-9,17-dione (3βHSA), XXII - 3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione (3,4-DHSA), XXIII - 4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oic acid (4,9-DSHA), XXIV - 2-hydroxyhexa-2,4-dienoic acid (2-HHD), XXV - 4-hydroxy-2-oxohexanoic acid, XXVI - 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid (DOHNAA) or 3aα-H-4α-(3′-propanoate)-7aβ-methylhexahydro-1,5-indadione (HIP), XXVII - 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA (HIP-CoA) XXVIII - 9-hydroxy-17-oxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid or 3aα-H-4α(3′-propanoate)-5α-hydroxy-7aβ-methylhexahydro-1-indanone (5-OH-HIP), XXIX - 9-hydroxy-17-oxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA (5-OH-HIP-CoA), XXX 9-hydroxy-17-oxo-1,2,3,4,10,19-hexanorandrost-6-ene-5-oyl-CoA (HIPE-CoA), XXXI - 7,9-dihydroxy-17-oxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA, XXXII - 9-hydroxy-7,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA, XXXIII - 9-hydroxy-17-oxo-1,2,3,4,5,6,10,19-octa-norandrostan-7-oyl-CoA or 3aα-H-4α(carboxylCoA)-5α-hydroxy-7aβ-methylhexahydro-1-indanone (5-OH-HIC-CoA), XXXIV - 9,17-dioxo-1,2,3,4,5,6,10,19-octa-norandrostan-7-oyl-CoA, XXXV - 9-hydroxy-17-oxo-1,2,3,4,5,6,10,19-octa-norandrost-8(14)-en-7-oyl-CoA, XXXVI - 9,17-dioxo-1,2,3,4,5,6,10,19-octa-norandrost-8(14)-en-7-oyl-CoA or 7a-Methyl-1,5-dioxo-2,3,5,6,7,7a-hexahydro-1H-indene-4-carboxylic acid (HIEC-CoA), XXXVII - 9-oxo-1,2,3,4,5,6,10,19-octanor-13,17-secoandrost-8(14)-ene-7,17-dioic acid-CoA-ester or (R)-2-(2-carboxyethyl)-3-methyl-6-oxocyclohex-1-ene-1-carboxyl-CoA (COCHEA-CoA), XXXVIII - 6-methyl-3,7-dioxo-decane-1,10-dioic acid-CoA ester, XXXIX - 4-methyl-5-oxo-octane-1,8-dioic acid-CoA ester, XL - 4-methyl-5-oxo-oct-2-ene-1,8-dioic acid-CoA ester (MOODA-CoA), XLI - 3-hydroxy-4-methyl-5-o xo-octane-1,8-dioic acid-CoA ester, XLII - 4-methyl-3,5-dioxo-octane-1,8-dioic acid-CoA ester, XLIII - 2-methyl-3-oxo-hexane-1,6-dioic acid-CoA ester, XLIV – succinyl-CoA, XLV – propionyl-CoA. Adopted from: [6, 12, 14, 17, 20, 60, 67, 75, 76, 79]

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