KEGG   ENZYME: 3.2.2.30
Entry
EC 3.2.2.30                 Enzyme                                 
Name
aminodeoxyfutalosine nucleosidase;
AFL nucleosidase;
aminofutalosine nucleosidase;
methylthioadenosine nucleosidase;
MqnB (ambiguous)
Class
Hydrolases;
Glycosylases;
Hydrolysing N-glycosyl compounds
Sysname
6-amino-6-deoxyfutalosine ribohydrolase
Reaction(IUBMB)
6-amino-6-deoxyfutalosine + H2O = dehypoxanthine futalosine + adenine [RN:R10668]
Reaction(KEGG)
R10668
Substrate
6-amino-6-deoxyfutalosine [CPD:C20773];
H2O [CPD:C00001]
Product
dehypoxanthine futalosine [CPD:C17010];
adenine [CPD:C00147]
Comment
The enzyme, found in several bacterial species, catalyses a step in a modified futalosine pathway for menaquinone biosynthesis. While the enzyme from some organisms also has the activity of EC 3.2.2.9, adenosylhomocysteine nucleosidase, the enzyme from Chlamydia trachomatis is specific for 6-amino-6-deoxyfutalosine [7].
History
EC 3.2.2.30 created 2014
Pathway
ec00130  Ubiquinone and other terpenoid-quinone biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K18284  adenosylhomocysteine/aminodeoxyfutalosine nucleosidase
Genes
PSPGAK823_13735
FTUFTT_0397(mtn)
FTQRO31_0445(mtnN)
FTFFTF0397(mtn)
FTWFTW_1677(mtnN)
FTRNE061598_02215
FTTFTV_0368(mtn)
FTGFTU_0452(mtn)
FTLFTL_0463
FTHFTH_0460
FTAFTA_0491(mtnN)
FTSF92_02515
FTIFTS_0464(mtn)
FTOX557_02495
FTCDA46_231(mtnN)
FTVCH67_765(mtnN)
FTZCH68_499(mtnN)
FTMFTM_0552(mtn)
FTNFTN_0493(mtn)
FTXAW25_1535(mtnN)
FTDAS84_190(mtnN)
FTYCH70_1569(mtnN)
FCFFNFX1_0477
FCNFN3523_0448
FHIFSC454_02275
FPHFphi_0356
FPTBZ13_1707(mtnN)
FPIBF30_535(mtnN)
FPMLA56_1828(mtnN)
FPXKU46_1019(mtnN)
FPZLA55_485(mtnN)
FPJLA02_1973(mtnN)
FRTF7308_1851
FNAOOM_1055
FNLM973_02870
FRFLO80_04020
FPERACH24_01450
FHACDV26_08690
FRXF7310_08165
FRMBBG19_1305
FRCKX01_826(mtnN)
FADCDH04_07265
FMIF0R74_00845
FOOCGC45_06550
FNNFSC774_01340
FSRKQR59_02385
AFRIE3E15_02950
AIIE4K63_03215
HPYHP_0089
HEOC694_00435
HPJjhp_0082
HPAHPAG1_0090
HPSHPSH_00440
HHPHPSH112_00430
HHQHPSH169_00425
HHRHPSH417_00425
HPGHPG27_82
HPPHPP12_0092
HPBHELPY_0086
HPLHPB8_1476(pfs)
HPCHPPC_00450
HCAHPPC18_00460
HPMHPSJM_00505
HPEHPELS_00460
HPOHMPREF4655_20365(mtnN)
HPIhp908_0099
HPQhp2017_0095
HPWhp2018_0098
HPUHPCU_00410
HEFHPF16_0102
HPFHPF30_1168
HEQHPF32_0100
HEXHPF57_0146
HPTHPSAT_00410
HPZHPKB_0101
HPVHPV225_0097(mtnN)
HPXHMPREF0462_0142(mtnN)
HENHPSNT_00615
HPHHPLT_00485
HEGHPGAM_00485
HPNHPIN_00420
HEPHPPN120_00450
HEUHPPN135_00450
HESHPSA_00460
HPYSHPSA20_0103(mtnN)
HCNHPB14_00435
HPDKHP_0093(mtn)
HEYMWE_0186
HERC695_00435
HEIC730_00435
HPYAHPAKL117_00430
HPYKHPAKL86_01610
HPYOHPOK113_0101
HPYLHPOK310_0102
HPYBHPOKI102_00730
HPYCHPOKI112_00725
HPYDHPOKI128_00525
HPYEHPOKI154_00525
HPYFHPOKI422_00735
HPYGHPOKI673_00520
HPYHHPOKI828_00520
HPYJHPOKI898_00740
HPYRK747_09260
HPYIK750_09390
HPYUK751_07190
HPYMK749_05085
HEMK748_03500
HEBU063_0432
HEZU064_0433
HHEHH_1283
HACHac_1516
HMSHMU14270(pfs)
HFEHFELIS_05270(pfs)
HBIHBZC1_03560
HCEHCW_02355
HCMHCD_03510
HCPHCN_1837
HCBHCBAA847_2120 HCBAA847_2121
HHMBN341_17720
HTYBN2458_PEG1963
HBLXJ32_03515
HADCDV25_07535
HETBBW65_03435
HCLNCTC13205_01097(mtnN)
HWIA0Z60_00270
HSHNHP194022_12380(mtnN)
WSUWS0528(PFS)
TDNSuden_1392
SUASaut_0788
SULNFJR47_06465
SULGFJR48_04420
SULCCVO_03000
SPALFM071_03275
SSEIFJR45_08600
SBALHUE88_03735
SMASHUE87_08560
SKUSulku_0771
SULRB649_08230
CJECj0117(pfs)
CJBBN148_0117(pfs)
CJJCJJ81176_0152(mtnA)
CJUC8J_0110(pfs)
CJNICDCCJ07001_110
CJICJSA_0108(mtnA)
CJMCJM1_0116(mtnN)
CJSCJS3_0116(mtnA)
CJPA911_00560
CJEJN564_00110
CJEUN565_00109
CJENN755_00109
CJEIN135_00117
CJERH730_00610
CJVMTVDSCj20_0114(pfs)
CJYQZ67_00123(pfs)
CJQUC78_0119(pfs)
CJLPJ17_00595
CJWPJ18_00595
CJRCJE0112(mtnA)
CJDJJD26997_0124(mtnA)
CJZM635_04930
CJXBN867_01080
CFFCFF8240_1515(mtnN)
CFTCFF04554_1527(pfs)
CFVCFVI03293_1549(pfs)
CFXCFV97608_1649(pfs)
CFZCSG_16500
CAMPCFT03427_1475(pfs)
CFPCR44_07475
CCVCCV52592_1748(pfs)
CHACHAB381_0698(mtnN)
CCOCCC13826_0927(pfs)
CCOCCCON33237_0465(pfs)
CLACLA_0205(pfs)
CLRUPTC16701_0211(pfs)
CLMUPTC16712_0209(pfs)
CLQUPTC4110_0203(pfs)
CLNUPTC3659_0222(pfs)
CLLCONCH_0202(pfs)
CCOLBN865_02940c
CCCG157_08105
CCQN149_1594(pfs)
CCFYSQ_09320
CCYYSS_09350
CCOIYSU_08315
CCOFVC76_08155(pfs)
CCOOATE51_04230(pfs)
CAJCIG1485E_1465(pfs)
CISCINS_0195(pfs)
CVOCVOL_0198(pfs)
CPELCPEL_0207(pfs)
CAMRCAQ16704_0208(pfs)
CSMCSUB8521_0212(pfs)
CSFCSUB8523_0206(pfs)
CGRACGRAC_0395(pfs)
CURECUREO_0552(pfs)
CHYOCHH_1553(pfs)
CHVCHELV3228_0080(pfs)
CSPFCSF_1509(pfs)
CPINCPIN18020_1200(pfs)
CCUNCCUN_0474(pfs)
CLXCLAN_1209(pfs)
CAVICAV_1339(pfs)
CHWA2J15_005480
CAMZCVIC12175_0357(pfs)
CAMYCSUIS_1294(pfs)
COJCORN_0207(pfs)
CUXCUP3940_1568(pfs)
CRXCRECT_1981(pfs)
CGEOCGEO_0376(pfs)
CBLACBLAS_1516(pfs)
CCORCCORG_1394(pfs)
CARMCARM_0174(pfs)
CMUCCMCT_1426(pfs)
CSHOCSHOW_0369(pfs)
CINFCINF_0161(pfs)
CNVCNZW441b_0103(pfs)
SDLSdel_0526
SBASulba_0582
SMULSMUL_0698
SHALSHALO_0693
SULSSdiek1_0641
SULJSJPD1_0636
SULTFA592_10225
ABUAbu_1585(pfs)
ABTABED_1470
ABLA7H1H_1589(pfs)
ASKEI285_02560
ATPATR_0417(pfs)
ACIBACBT_1727(pfs)
ACREACRYA_1606(pfs)
ALANALANTH_1656(pfs)
APOCAPORC_1576(pfs)
AFCAFAEC_1660(pfs)
ATHRATH_1495(pfs)
ANTArnit_2332
AELLAELL_1969(pfs)
AAQIAAQM_0696(pfs)
ASUIASUIS_1819(pfs)
ACLOACLO_1807(pfs)
AVPAVENP_2207(pfs)
ADZADFLV_2112(pfs)
ARCABLL_2061
PACOAACT_2106(pfs)
ALKALEK_2654(pfs)
ALPLPB137_10475
AHSAHALO_1957(pfs)
AMYTAMYT_2042(pfs)
AMARAMRN_2030(pfs)
ACAAACAN_2068(pfs)
AMOLAMOL_2006(pfs)
APAIAPAC_1872(pfs)
HBVABIV_1950(pfs)
HEBRAEBR_2219(pfs)
AANAAANAER_2199(pfs)
HYONNO_0665
NSANitsa_0796
SUNSUN_1755(pfs)
SLHYH65_03305
SINUIMZ28_03280
NISNIS_1209(pfs)
NAMNAMH_0333(mtnN)
NAPC3L23_01710
CMEDFE773_04290
CPAFC6V80_06455
DWDDSCW_12320
SSYSLG_15590
PHAOHF685_13035
PSABPSAB_09050
ECOUM1R54_06445
TBMBK010_03335
TBZBK011_03620
TOSTheos_0654
TAQTO73_2411
TPARAV541_03020
TBCA0O31_01561
MSVMesil_0765
SSMSpirs_2286
STASTHERM_c12670
STQSpith_0889
SGPSpiGrapes_2761
 » show all
Reference
1  [PMID:18801996]
  Authors
Hiratsuka T, Furihata K, Ishikawa J, Yamashita H, Itoh N, Seto H, Dairi T
  Title
An alternative menaquinone biosynthetic pathway operating in microorganisms.
  Journal
Science 321:1670-3 (2008)
DOI:10.1126/science.1160446
Reference
2  [PMID:21489995]
  Authors
Li X, Apel D, Gaynor EC, Tanner ME
  Title
5'-methylthioadenosine nucleosidase is implicated in playing a key role in a modified futalosine pathway for menaquinone biosynthesis in Campylobacter jejuni.
  Journal
J Biol Chem 286:19392-8 (2011)
DOI:10.1074/jbc.M111.229781
  Sequence
[cje:Cj0117]
Reference
3  [PMID:21098241]
  Authors
Arakawa C, Kuratsu M, Furihata K, Hiratsuka T, Itoh N, Seto H, Dairi T
  Title
Diversity of the early step of the futalosine pathway.
  Journal
Antimicrob Agents Chemother 55:913-6 (2011)
DOI:10.1128/AAC.01362-10
  Sequence
[hpy:HP_0089]
Reference
4  [PMID:22891633]
  Authors
Wang S, Haapalainen AM, Yan F, Du Q, Tyler PC, Evans GB, Rinaldo-Matthis A, Brown RL, Norris GE, Almo SC, Schramm VL
  Title
A picomolar transition state analogue inhibitor of MTAN as a specific antibiotic  for Helicobacter pylori.
  Journal
Biochemistry 51:6892-4 (2012)
DOI:10.1021/bi3009664
  Sequence
[hpj:jhp_0082]
Reference
5  [PMID:23148563]
  Authors
Mishra V, Ronning DR
  Title
Crystal structures of the Helicobacter pylori MTAN enzyme reveal specific interactions between S-adenosylhomocysteine and the 5'-alkylthio binding subsite.
  Journal
Biochemistry 51:9763-72 (2012)
DOI:10.1021/bi301221k
  Sequence
[hpj:jhp_0082]
Reference
6  [PMID:24419390]
  Authors
Kim RQ, Offen WA, Davies GJ, Stubbs KA
  Title
Structural enzymology of Helicobacter pylori methylthioadenosine nucleosidase in the futalosine pathway.
  Journal
Acta Crystallogr D Biol Crystallogr 70:177-85 (2014)
DOI:10.1107/S1399004713026655
  Sequence
[hpy:HP_0089]
Reference
7  [PMID:25253688]
  Authors
Barta ML, Thomas K, Yuan H, Lovell S, Battaile KP, Schramm VL, Hefty PS
  Title
Structural and biochemical characterization of Chlamydia trachomatis hypothetical protein CT263 supports that menaquinone synthesis occurs through the futalosine pathway.
  Journal
J Biol Chem 289:32214-29 (2014)
DOI:10.1074/jbc.M114.594325
Other DBs
ExplorEnz - The Enzyme Database: 3.2.2.30
IUBMB Enzyme Nomenclature: 3.2.2.30
ExPASy - ENZYME nomenclature database: 3.2.2.30
BRENDA, the Enzyme Database: 3.2.2.30

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