KEGG ENZYME: 3.2.2.30

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

FTU:	FTT_0397(mtn)

FTQ:	RO31_0445(mtnN)

FTF:	FTF0397(mtn)

FTW:	FTW_1677(mtnN)

FTR:	NE061598_02215

FTT:	FTV_0368(mtn)

FTG:	FTU_0452(mtn)

FTL:

FTL_0463

FTH:

FTH_0460

FTA:	FTA_0491(mtnN)

FTS:

F92_02515

FTI:	FTS_0464(mtn)

FTO:	X557_02495

FTC:	DA46_231(mtnN)

FTV:	CH67_765(mtnN)

FTZ:	CH68_499(mtnN)

FTM:	FTM_0552(mtn)

FTN:	FTN_0493(mtn)

FTX:	AW25_1535(mtnN)

FTD:	AS84_190(mtnN)

FTY:	CH70_1569(mtnN)

FCF:	FNFX1_0477

FCN:	FN3523_0448

FHI:	FSC454_02275

FPH:

Fphi_0356

FPT:	BZ13_1707(mtnN)

FPI:	BF30_535(mtnN)

FPM:	LA56_1828(mtnN)

FPX:	KU46_1019(mtnN)

FPZ:	LA55_485(mtnN)

FPJ:	LA02_1973(mtnN)

FRT:	F7308_1851

FNA:

OOM_1055

FNL:	M973_02870

FRF:	LO80_04020

FPER:

ACH24_01450

FHA:	CDV26_08690

FRX:	F7310_08165

FRM:	BBG19_1305

FRC:	KX01_826(mtnN)

FAD:	CDH04_07265

FMI:	F0R74_00845

FOO:	CGC45_06550

FNN:	FSC774_01340

FSR:	KQR59_02385

FRL:	FIP56_08370

AFRI:

E3E15_02950

AII:	E4K63_03215

CYS:	NYP54_02455

HPY:

HP_0089

HEO:	C694_00435

HPJ:

jhp_0082

HPA:	HPAG1_0090

HPS:	HPSH_00440

HHP:	HPSH112_00430

HHQ:	HPSH169_00425

HHR:	HPSH417_00425

HPG:

HPG27_82

HPP:	HPP12_0092

HPB:	HELPY_0086

HPL:	HPB8_1476(pfs)

HPC:	HPPC_00450

HCA:	HPPC18_00460

HPM:	HPSJM_00505

HPE:	HPELS_00460

HPO:	HMPREF4655_20365(mtnN)

HPI:	hp908_0099

HPQ:	hp2017_0095

HPW:	hp2018_0098

HPU:	HPCU_00410

HEF:	HPF16_0102

HPF:	HPF30_1168

HEQ:	HPF32_0100

HEX:	HPF57_0146

HPT:	HPSAT_00410

HPZ:

HPKB_0101

HPV:	HPV225_0097(mtnN)

HPX:	HMPREF0462_0142(mtnN)

HEN:	HPSNT_00615

HPH:	HPLT_00485

HEG:	HPGAM_00485

HPN:	HPIN_00420

HEP:	HPPN120_00450

HEU:	HPPN135_00450

HES:	HPSA_00460

HPYS:

HPSA20_0103(mtnN)

HCN:	HPB14_00435

HPD:	KHP_0093(mtn)

HEY:

MWE_0186

HER:	C695_00435

HEI:	C730_00435

HPYA:

HPAKL117_00430

HPYK:

HPAKL86_01610

HPYO:

HPOK113_0101

HPYL:

HPOK310_0102

HPYB:

HPOKI102_00730

HPYC:

HPOKI112_00725

HPYD:

HPOKI128_00525

HPYE:

HPOKI154_00525

HPYF:

HPOKI422_00735

HPYG:

HPOKI673_00520

HPYH:

HPOKI828_00520

HPYJ:

HPOKI898_00740

HPYR:

K747_09260

HPYI:

K750_09390

HPYU:

K751_07190

HPYM:

K749_05085

HEM:	K748_03500

HEB:

U063_0432

HEZ:

U064_0433

HHE:

HH_1283

HAC:

Hac_1516

HMS:	HMU14270(pfs)

HFE:	HFELIS_05270(pfs)

HBI:	HBZC1_03560

HCE:

HCW_02355

HCM:

HCD_03510

HCP:

HCN_1837

HCB:	HCBAA847_2120 HCBAA847_2121

HHM:	BN341_17720

HTY:	BN2458_PEG1963

HBL:	XJ32_03515

HAD:	CDV25_07535

HET:	BBW65_03435

HCL:	NCTC13205_01097(mtnN)

HWI:	A0Z60_00270

HSH:	NHP194022_12380(mtnN)

HPUL:

NCTC13154_00121(mtnN)

HAIL:

ASB7_00480(mtnN)

WSU:	WS0528(PFS)

TDN:	Suden_1392

SUA:

Saut_0788

SULN:

FJR47_06465

SULG:

FJR48_04420

SULC:

CVO_03000

SPAL:

FM071_03275

SSEI:

FJR45_08600

SBAL:

HUE88_03735

SMAS:

HUE87_08560

SMAX:

FJR03_04305

SAQT:

GJV85_09050

SKU:	Sulku_0771

SULR:

B649_08230

CJE:	Cj0117(pfs)

CJB:	BN148_0117(pfs)

CJJ:	CJJ81176_0152(mtnA)

CJU:	C8J_0110(pfs)

CJN:	ICDCCJ07001_110

CJI:	CJSA_0108(mtnA)

CJM:	CJM1_0116(mtnN)

CJS:	CJS3_0116(mtnA)

CJP:	A911_00560

CJEJ:

N564_00110

CJEU:

N565_00109

CJEN:

N755_00109

CJEI:

N135_00117

CJER:

H730_00610

CJV:	MTVDSCj20_0114(pfs)

CJY:	QZ67_00123(pfs)

CJQ:	UC78_0119(pfs)

CJL:	PJ17_00595

CJW:	PJ18_00595

CJR:	CJE0112(mtnA)

CJD:	JJD26997_0124(mtnA)

CJZ:	M635_04930

CJX:	BN867_01080

CFF:	CFF8240_1515(mtnN)

CFT:	CFF04554_1527(pfs)

CFV:	CFVI03293_1549(pfs)

CFX:	CFV97608_1649(pfs)

CFZ:

CSG_16500

CAMP:

CFT03427_1475(pfs)

CFP:	CR44_07475

CCV:	CCV52592_1748(pfs)

CHA:	CHAB381_0698(mtnN)

CCO:	CCC13826_0927(pfs)

CCOC:

CCON33237_0465(pfs)

CLA:	CLA_0205(pfs)

CLR:	UPTC16701_0211(pfs)

CLM:	UPTC16712_0209(pfs)

CLQ:	UPTC4110_0203(pfs)

CLN:	UPTC3659_0222(pfs)

CLL:	CONCH_0202(pfs)

CCOL:

BN865_02940c

CCC:	G157_08105

CCQ:	N149_1594(pfs)

CCF:

YSQ_09320

CCY:

YSS_09350

CCOI:

YSU_08315

CCOF:

VC76_08155(pfs)

CCOO:

ATE51_04230(pfs)

CAJ:	CIG1485E_1465(pfs)

CIS:	CINS_0195(pfs)

CVO:	CVOL_0198(pfs)

CPEL:

CPEL_0207(pfs)

CAMR:

CAQ16704_0208(pfs)

CSM:	CSUB8521_0212(pfs)

CSF:	CSUB8523_0206(pfs)

CGRA:

CGRAC_0395(pfs)

CURE:

CUREO_0552(pfs)

CHYO:

CHH_1553(pfs)

CHV:	CHELV3228_0080(pfs)

CSPF:

CSF_1509(pfs)

CPIN:

CPIN18020_1200(pfs)

CCUN:

CCUN_0474(pfs)

CLX:	CLAN_1209(pfs)

CAVI:

CAV_1339(pfs)

CHW:	A2J15_005480

CAMZ:

CVIC12175_0357(pfs)

CAMY:

CSUIS_1294(pfs)

COJ:	CORN_0207(pfs)

CUX:	CUP3940_1568(pfs)

CRX:	CRECT_1981(pfs)

CGEO:

CGEO_0376(pfs)

CBLA:

CBLAS_1516(pfs)

CCOR:

CCORG_1394(pfs)

CARM:

CARM_0174(pfs)

CMUC:

CMCT_1426(pfs)

CSHO:

CSHOW_0369(pfs)

CINF:

CINF_0161(pfs)

CNV:	CNZW441b_0103(pfs)

CVU:	CVULP_1601(pfs)

CDEV:

CIGN_1333(pfs)

SDL:

Sdel_0526

SBA:	Sulba_0582

SMUL:

SMUL_0698

SHAL:

SHALO_0693

SULS:

Sdiek1_0641

SULJ:

SJPD1_0636

SULT:

FA592_10225

ABU:	Abu_1585(pfs)

ABT:

ABED_1470

ABL:	A7H1H_1589(pfs)

ASK:	EI285_02560

ATP:	ATR_0417(pfs)

ACIB:

ACBT_1727(pfs)

ACRE:

ACRYA_1606(pfs)

ALAN:

ALANTH_1656(pfs)

AFC:	AFAEC_1660(pfs)

ATHR:

ATH_1495(pfs)

ANT:	Arnit_2332

AELL:

AELL_1969(pfs)

AAQI:

AAQM_0696(pfs)

ASUI:

ASUIS_1819(pfs)

ACLO:

ACLO_1807(pfs)

AVP:	AVENP_2207(pfs)

ADZ:	ADFLV_2112(pfs)

ARC:

ABLL_2061

PACO:

AACT_2106(pfs)

APOC:

APORC_1576(pfs)

AROS:

NJU99_11165

ALK:	ALEK_2654(pfs)

ALP:	LPB137_10475

AHS:	AHALO_1957(pfs)

AMYT:

AMYT_2042(pfs)

AMAR:

AMRN_2030(pfs)

ACAA:

ACAN_2068(pfs)

AMOL:

AMOL_2006(pfs)

APAI:

APAC_1872(pfs)

HBV:	ABIV_1950(pfs)

HEBR:

AEBR_2219(pfs)

AANA:

AANAER_2199(pfs)

HYO:

NNO_0665

HTM:	RZR91_04780

HCJ:	HCR_06410(pfs)

NSA:	Nitsa_0796

SUN:	SUN_1755(pfs)

SLH:	YH65_03305

SINU:

IMZ28_03280

SMAB:

LN246_09905

NIS:	NIS_1209(pfs)

NAM:	NAMH_0333(mtnN)

NAP:	C3L23_01710

CMED:

FE773_04290

CPAF:

C6V80_06455

RLO:	GQ464_013185

» 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

DBGET integrated database retrieval system