KEGG ENZYME: 1.1.99.36

ENZYME: 1.1.99.36

Entry

EC 1.1.99.36                Enzyme

Name

alcohol dehydrogenase (nicotinoprotein);
NDMA-dependent alcohol dehydrogenase;
nicotinoprotein alcohol dehydrogenase;
np-ADH;
ethanol:N,N-dimethyl-4-nitrosoaniline oxidoreductase

Class

Oxidoreductases;
Acting on the CH-OH group of donors;
With unknown physiological acceptors

Sysname

ethanol:acceptor oxidoreductase

Reaction(IUBMB)

ethanol + acceptor = acetaldehyde + reduced acceptor [RN:R09552]

Reaction(KEGG)

R09552

Substrate

ethanol [CPD:C00469];
acceptor [CPD:C00028]

Product

acetaldehyde [CPD:C00084];
reduced acceptor [CPD:C00030]

Comment

Contains Zn2+. Nicotinoprotein alcohol dehydrogenases are unique medium-chain dehydrogenases/reductases (MDR) alcohol dehydrogenases that have a tightly bound NAD+/NADH cofactor that does not dissociate during the catalytic process. Instead, the cofactor is regenerated by a second substrate or electron carrier. While the in vivo electron acceptor is not known, N,N-dimethyl-4-nitrosoaniline (NDMA), which is reduced to 4-(hydroxylamino)-N,N-dimethylaniline, can serve this function in vitro.
The enzyme from the Gram-positive bacterium Amycolatopsis methanolica can accept many primary alcohols as substrates, including benzylalcohol [1].

History

EC 1.1.99.36 created 2010

Orthology

K00119

alcohol dehydrogenase (nicotinoprotein)

Genes

MTU:	Rv3086(adhD)

MTV:

RVBD_3086

MTC:

MT3171

MRA:	MRA_3118(adhD)

MTF:	TBFG_13103

MTB:	TBMG_00881

MTK:	TBSG_00887

MTZ:	TBXG_000873

MTG:	MRGA327_18975

MTI:	MRGA423_19230

MTE:	CCDC5079_2842

MTUR:

CFBS_3254(adhD)

MTL:	CCDC5180_2807

MTD:	UDA_3086(adhD)

MTN:	ERDMAN_3377(adhD)

MTJ:	J112_16535

MTUB:

MT7199_3120

MTUE:

J114_16510

MTX:	M943_15930

MTUH:

I917_21670

MTUL:

TBHG_03016

MTUT:

HKBT1_3241(adhD)

MTUU:

HKBT2_3246(adhD)

MTQ:	HKBS1_3252(adhD)

MBO:	BQ2027_MB3113(adhD)

MBB:	BCG_3111(adhD)

MBT:	JTY_3106(adhD)

MBM:	BCGMEX_3108(adhD)

MBK:	K60_032020

MBX:

BCGT_2936

MAF:	MAF_30930(adhD)

MMIC:

RN08_3398

MCE:	MCAN_31121(adhD)

MCQ:	BN44_60602(adhD)

MCV:	BN43_60078(adhD)

MCX:	BN42_41103(adhD)

MCZ:	BN45_60074(adhD)

MORY:

MO_003233

MMI:	MMAR_0127(adhD_1)

MMAE:

MMARE11_01140(adhD_1)

MLI:	MULP_00112(adhD_1)

MPSE:

MPSD_01220(adhD)

MSHO:

MSHO_11980

MDX:	BTO20_37255 BTO20_38150

MPAG:

C0J29_01120

MNM:	MNVM_36990(adhD)

MGOR:

H0P51_01075

MBRD:

MBRA_28350(adhD_1) MBRA_56770(adhD_3)

MMEH:

M5I08_21215

MKY:	IWGMT90018_02220(adhD_1)

MSM:	MSMEG_3388

MSG:	MSMEI_3308(adhD)

MSB:	LJ00_16860

MSN:	LI99_16865

MSH:	LI98_16870

MCB:	Mycch_5391

MPHL:

MPHLCCUG_02540

MRH:	MycrhN_3021

MPHU:

MPHO_52900(adhD)

MMUC:

C1S78_021145

MMAT:

MMAGJ_21980(adhD)

MGO:	AFA91_22830

MKR:	MKOR_39590(adhD)

MPAK:

MIU77_03820

MABB:

MASS_4764

MIZ:	BAB75_26605

MJD:	JDM601_2351(adhD_1)

MTER:

4434518_02283(adhD_1)

MMIN:

MMIN_00430(adhD)

MHIB:

MHIB_17950(adhD_1)

MHER:

K3U94_13280

MVM:	MJO54_13065 MJO54_17850

NFA:

NFA_11970

NFR:	ERS450000_02912(flhA_2)

NNO:	NONO_c26650(adhB1)

RHA:	RHA1_ro02497

RER:

RER_18210

REY:

O5Y_08735

REB:	XU06_08975

RQI:	C1M55_09210

ROP:

ROP_22230

ROA:	Pd630_LPD06723

RPY:	Y013_25445

RAV:	AAT18_00430 AAT18_18375

RHW:	BFN03_19700

RRZ:	CS378_07895

RHOD:

AOT96_19575

RTM:	G4H71_10320

RKO:	JWS14_13105 JWS14_38140 JWS14_42065 JWS14_44215

RGO:	KYT97_09455

ROZ:	CBI38_27490

RPSK:

JWS13_32475 JWS13_32695

RGOR:

NMQ04_21330

RANT:

RHODO2019_07335

RHOP:

D8W71_00470

REQ:

REQ_36070

PDEF:

P9209_10320

WHR:	OG579_07655

GBR:

Gbro_3823

GPO:	GPOL_c36850

GOR:

KTR9_3765

GOQ:	ACH46_16240

GTA:	BCM27_19720

GOC:	CXX93_02880 CXX93_18470

GIT:	C6V83_16365

GRU:	GCWB2_19310(adhD3)

GOM:	D7316_04892(adhD)

GAV:	C5O27_08810

GOD:	GKZ92_18260

GJI:	H1R19_18060

GOI:	LK459_15575

GHN:	MVF96_18655

GAMI:

IHQ52_22240

GMG:	NWF22_03695 NWF22_10315

GSI:	P5P27_02235 P5P27_19275

TSM:	ASU32_16570

DTM:	BJL86_0663

DIT:	C3V38_02320

DIZ:	CT688_12595

DPC:	A6048_13215

DLU:	A6035_12345

DKN:	NHB83_11575 NHB83_12670

TOY:	FO059_02245

SBRO:

GQF42_08075

SCIR:

STRCI_007926

MSED:

E3O41_00750 E3O41_00760

MCAW:

F6J84_03120 F6J84_03130 F6J84_15160

MELY:

L2X98_31160 L2X98_31180

LALL:

MUN78_00455 MUN78_00465

CIG:	E7744_12695

JLI:	EXU32_11070

NARO:

CFH99_21810 CFH99_24600

NAQU:

ENKNEFLB_04435

NPS:	KRR39_16450

PSIM:

KR76_24400

NBT:	KLP28_13065

FAL:

FRAAL0199

NAKA:

H7F38_19415

MMAR:

MODMU_2922(adhB) MODMU_2924(adhB) MODMU_2938(adh)

SACG:

FDZ84_32530

AMQ:	AMETH_2023 AMETH_3366 AMETH_3367 AMETH_4929

AMYC:

CU254_29815

AACD:

LWP59_19720 LWP59_19725 LWP59_29670 LWP59_32705

APRT:

MUY14_14435

ATHM:

L1857_12530 L1857_27400

ARHD:

VSH64_09595

PDX:	Psed_0661 Psed_1492

PSEA:

WY02_14170 WY02_25165 WY02_25180

PSEE:

FRP1_11630

PSEQ:

AD006_19340

PECQ:

AD017_27180

PHH:	AFB00_08695

PAUT:

Pdca_08350(adhD_1) Pdca_38470(adhD_3) Pdca_47780(adhD_4) Pdca_47810(adhD_5)

PBRO:

HOP40_14245 HOP40_32375

PPEL:

H6H00_19955

ALO:

CRK56109

PMAD:

BAY61_30750

SACE:

GIY23_05210

AMS:	AMIS_27050

DVC:	Dvina_28770

EKE:	EK0264_07300

MICA:

P0L94_00255 P0L94_00265

» show all

Reference

1 [PMID:8385013]

Authors

Van Ophem PW, Van Beeumen J, Duine JA

Title

Nicotinoprotein [NAD(P)-containing] alcohol/aldehyde oxidoreductases. Purification and characterization of a novel type from Amycolatopsis methanolica.

Journal

Eur J Biochem 212:819-26 (1993)
DOI:10.1111/j.1432-1033.1993.tb17723.x

Sequence

[amq:AMETH_4929]

Reference

2 [PMID:9485460]

Authors

Piersma SR, Visser AJ, de Vries S, Duine JA

Title

Optical spectroscopy of nicotinoprotein alcohol dehydrogenase from Amycolatopsis methanolica: a comparison with horse liver alcohol dehydrogenase and UDP-galactose epimerase.

Journal

Biochemistry 37:3068-77 (1998)
DOI:10.1021/bi972115u

Reference

3 [PMID:10784035]

Authors

Schenkels P, Duine JA

Title

Nicotinoprotein (NADH-containing) alcohol dehydrogenase from Rhodococcus erythropolis DSM 1069: an efficient catalyst for coenzyme-independent oxidation of a broad spectrum of alcohols and the interconversion of alcohols and aldehydes.

Journal

Microbiology 146 ( Pt 4):775-85 (2000)
DOI:10.1099/00221287-146-4-775

Reference

4 [PMID:14690248]

Authors

Piersma SR, Norin A, de Vries S, Jornvall H, Duine JA

Title

Inhibition of nicotinoprotein (NAD+-containing) alcohol dehydrogenase by trans-4-(N,N-dimethylamino)-cinnamaldehyde binding to the active site.

Journal

J Protein Chem 22:457-61 (2003)
DOI:10.1023/b:jopc.0000005461.53788.ee

Reference

5 [PMID:12827287]

Authors

Norin A, Piersma SR, Duine JA, Jornvall H

Title

Nicotinoprotein (NAD+ -containing) alcohol dehydrogenase: structural relationships and functional interpretations.

Journal

Cell Mol Life Sci 60:999-1006 (2003)
DOI:10.1007/s00018-003-3105-9

Other DBs

ExplorEnz - The Enzyme Database:

1.1.99.36

IUBMB Enzyme Nomenclature:

1.1.99.36

ExPASy - ENZYME nomenclature database:

1.1.99.36

BRENDA, the Enzyme Database:

1.1.99.36

DBGET integrated database retrieval system