KEGG   ENZYME: 1.16.1.6
Entry
EC 1.16.1.6                 Enzyme                                 
Name
cyanocobalamin reductase;
MMACHC (gene name);
CblC;
cyanocobalamin reductase (NADPH, cyanide-eliminating);
cyanocobalamin reductase (NADPH, CN-eliminating);
NADPH:cyanocob(III)alamin oxidoreductase (cyanide-eliminating);
cob(I)alamin, cyanide:NADP+ oxidoreductase;
cyanocobalamin reductase (cyanide-eliminating)
Class
Oxidoreductases;
Oxidizing metal ions;
With NAD+ or NADP+ as acceptor
Sysname
cob(II)alamin, hydrogen cyanide:NADP+ oxidoreductase
Reaction(IUBMB)
2 cob(II)alamin-[cyanocobalamin reductase] + 2 hydrogen cyanide + NADP+ = 2 cyanocob(III)alamin + 2 [cyanocobalamin reductase] + NADPH + H+ [RN:R02999]
Reaction(KEGG)
R02999
Substrate
cob(II)alamin-[cyanocobalamin reductase];
hydrogen cyanide [CPD:C01326];
NADP+ [CPD:C00006]
Product
cyanocob(III)alamin [CPD:C02823];
[cyanocobalamin reductase];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The mammalian enzyme, which is cytosolic, can bind internalized cyanocobalamin and process it to cob(II)alamin by removing the upper axial ligand. The product remains bound to the protein, which, together with its interacting partner MMADHC, transfers it directly to downstream enzymes involved in adenosylcobalamin and methylcobalamin biosynthesis. In addition to its decyanase function, the mammalian enzyme also catalyses an entirely different chemical reaction with alkylcobalamins, using the thiolate of glutathione for nucleophilic displacement, generating cob(I)alamin and the corresponding glutathione thioether (cf. EC 2.5.1.151, alkylcobalamin dealkylase).
History
EC 1.16.1.6 created 1989 as EC 1.6.99.12, transferred 2002 to EC 1.16.1.6, modified 2018, modified 2021
Pathway
ec00860  Porphyrin metabolism
ec01100  Metabolic pathways
Orthology
K14618  cyanocobalamin reductase (cyanide-eliminating) / alkylcobalamin dealkylase
Genes
HSA25974(MMACHC)
PTR469180(MMACHC)
PPS100968335(MMACHC)
GGO101152807(MMACHC)
PON100455100(MMACHC)
NLE100580574(MMACHC)
MCC706247(MMACHC)
MCF102121304(MMACHC)
CSAB103224912(MMACHC)
CATY105594589(MMACHC)
PANU100999738(MMACHC) 101002954
TGE112614238(MMACHC)
RRO104662137(MMACHC)
RBB108535651(MMACHC)
TFN117092676(MMACHC)
PTEH111548761(MMACHC)
CJC100399324(MMACHC)
SBQ101027482(MMACHC)
CSYR103259911(MMACHC)
MMUR105877469(MMACHC)
OGA100951966(MMACHC)
MMU67096(Mmachc)
MCAL110293555(Mmachc)
MPAH110323588(Mmachc)
RNO313520(Mmachc)
MCOC116096478(Mmachc)
MUN110546536(Mmachc)
CGE100751045(Mmachc)
PLEU114707071(Mmachc)
NGI103737785(Mmachc)
HGL101709397(Mmachc)
CPOC100735601(Mmachc)
CCAN109686603 109701349
DORD105986053(Mmachc)
DSP122108018(Mmachc)
OCU100347413(MMACHC)
OPI101526373(MMACHC)
TUP102472726(MMACHC)
CFA482514(MMACHC)
VVP112914783(MMACHC)
VLG121481537(MMACHC)
AML100466484(MMACHC)
UMR103670776(MMACHC)
UAH113254743(MMACHC)
UAR123793762(MMACHC)
ELK111142962
MPUF101689342(MMACHC)
ORO101379031(MMACHC)
EJU114224136(MMACHC)
ZCA113914085(MMACHC)
MLX118019481(MMACHC)
FCA101090955(MMACHC)
PYU121027034(MMACHC)
PBG122480425(MMACHC)
PTG102954225(MMACHC)
PPAD109266970(MMACHC)
AJU106970243(MMACHC)
HHV120247062(MMACHC)
BTA513433(MMACHC)
BOM102277584(MMACHC)
BIU109556357(MMACHC)
BBUB102401472(MMACHC)
CHX102183931(MMACHC)
OAS101120707(MMACHC)
ODA120856239(MMACHC)
CCAD122436862 122437053(MMACHC)
SSC100513159(MMACHC)
CFR102509232(MMACHC)
CBAI105065473(MMACHC)
CDK105090870(MMACHC)
BACU103014111(MMACHC)
LVE103075700(MMACHC)
OOR101274733(MMACHC)
DLE111175748(MMACHC)
PCAD102979216(MMACHC)
PSIU116741286(MMACHC)
ECB100065336(MMACHC)
EPZ103551877(MMACHC)
EAI106826139(MMACHC)
MYB102260677(MMACHC)
MYD102764382(MMACHC)
MMYO118677675(MMACHC)
MLF102431183(MMACHC)
MNA107526768(MMACHC)
PKL118724531(MMACHC)
HAI109375517(MMACHC)
DRO112314606(MMACHC)
SHON118982442(MMACHC)
AJM119052514(MMACHC)
PDIC114496741(MMACHC)
PHAS123831850(MMACHC)
MMF118626637(MMACHC)
RFQ117026819(MMACHC)
PALE102888849(MMACHC)
PGIG120620111(MMACHC)
PVP105297130(MMACHC)
RAY107506891(MMACHC)
MJV108385733(MMACHC)
TOD119236402(MMACHC)
SARA101549331(MMACHC)
LAV100673499(MMACHC)
TMU101353030
DNM101437454(MMACHC)
MDO100024700(MMACHC)
GAS123245274(MMACHC)
SHR100914568(MMACHC)
PCW110209280(MMACHC)
OAA100077154(MMACHC)
GGA424597(MMACHC)
PCOC116234140(MMACHC)
MGP100547376(MMACHC)
CJO107317442(MMACHC)
NMEL110402950(MMACHC)
APLA101804029(MMACHC)
ACYG106033094(MMACHC)
AFUL116492152(MMACHC)
TGU105759460(MMACHC)
LSR110469630(MMACHC)
SCAN103815175(MMACHC)
PMOA120503263(MMACHC)
OTC121345068(MMACHC)
PRUF121362233(MMACHC)
GFR102038500(MMACHC)
FAB101815080(MMACHC)
PHI102110636(MMACHC)
PMAJ107208008(MMACHC)
CCAE111933112(MMACHC)
CCW104695241(MMACHC)
ETL114062118(MMACHC)
ZAB102065882(MMACHC)
FPG101914760(MMACHC)
FCH102058033(MMACHC)
CLV102088492(MMACHC)
EGZ104126262(MMACHC)
NNI104015417(MMACHC)
ACUN113482722(MMACHC)
TALA104368702(MMACHC)
PADL103919135(MMACHC)
ACHC115349655(MMACHC)
AAM106485930(MMACHC)
AROW112975991(MMACHC)
NPD112942572(MMACHC)
DNE112985541(MMACHC)
ASN102383499(MMACHC)
AMJ102560477(MMACHC)
CPOO109307416(MMACHC)
GGN109286722(MMACHC)
PSS102459461(MMACHC)
CMY102936214(MMACHC)
CPIC101952441(MMACHC)
TST117881958(MMACHC)
CABI116838969(MMACHC)
MRV120370022(MMACHC)
ACS100552851(mmachc)
PVT110073759(MMACHC)
SUND121928329(MMACHC)
PBI103063544(MMACHC)
PMUR107283422(MMACHC)
TSR106548837(MMACHC)
PGUT117664138(MMACHC)
VKO123029289(MMACHC)
PMUA114599088(MMACHC)
ZVI118088724(MMACHC)
GJA107107920(MMACHC)
XLA100127331(mmachc.L)
XTR549685(mmachc)
NPR108800338(MMACHC)
BBUF120979437(MMACHC)
BGAR122943119(MMACHC)
DRE555267(mmachc)
SRX107757670(mmachc)
SANH107653140(mmachc)
SGH107565041(mmachc)
CCAR109051604(mmachc)
CAUA113037680(mmachc)
IPU100528283(mmachc)
PHYP113546876(mmachc)
SMEO124377465(mmachc)
AMEX103032715(mmachc)
EEE113591323(mmachc)
TRU101073402(mmachc)
TNGGSTEN00020526G001
LCO104926001(mmachc)
NCC104967760(mmachc)
CGOB115006728(mmachc)
ELY117253630(mmachc)
PLEP121941263(mmachc)
SLUC116063239(mmachc)
ECRA117950442(mmachc)
PFLV114562020(mmachc)
GAT120823682(mmachc)
PPUG119216598(mmachc)
MSAM119900990(mmachc)
CUD121511797(mmachc)
MZE101475866(mmachc)
ONL100705297(mmachc)
OAU116331220(mmachc)
OLA101155593(mmachc)
OML112150160(mmachc)
XMA102223263(mmachc)
XCO114150362(mmachc)
XHE116725181(mmachc)
PRET103463749(mmachc)
PFOR103137034(mmachc)
PLAI106961240(mmachc)
PMEI106920743(mmachc)
GAF122838399(mmachc)
CVG107096364(mmachc)
CTUL119799275(mmachc)
NFU107396398(mmachc)
KMR108230696(mmachc)
ALIM106533393(mmachc)
NWH119407999(mmachc)
AOCE111564984(mmachc)
CSEM103376733(mmachc)
POV109625330(mmachc)
SSEN122780298(mmachc)
HHIP117760846(mmachc)
LCF108879008(mmachc)
SDU111231994(mmachc)
SLAL111653738(mmachc)
XGL120791223(mmachc)
HCQ109532243(mmachc)
BPEC110154834(mmachc)
MALB109974876(mmachc)
SASA100196847(mmachc)
OTW112251067(mmachc)
OMY110524489(mmachc)
OGO123996891(mmachc)
ONE115108479(mmachc)
SALP111975270(mmachc)
SNH120054506(mmachc)
ELS105011679(mmachc)
SFM108923522(mmachc)
PKI111834817(mmachc)
AANG118225447(mmachc)
LOC102684271(mmachc)
PSPA121326789(mmachc)
ARUT117416980(mmachc)
LCM102353117(MMACHC)
CMK103182780(mmachc)
BFO118431891
BBEL109476117
CIN100181296
SCLV120342038
SPU575015
APLC110989375
SKO100368262
FCD110861518
DPXDAPPUDRAFT_309806
DMK116919432
HAME121863227
PTRU123518301
HAZT108667502
EAF111706502
ISCIscW_ISCW000540
DSV119433119
RSAN119404023
RMP119180682
DPTE113791070
DFR124497394
CSCU111617610 111620357
SDM118183440
CELCELE_ZK546.17(cblc-1)
CBRCBG_28142
NAINECAME_11211
TSPTsp_00699
HROHELRODRAFT_62766
PCAN112574267
BGT106064335
GAE121373901 121375291
HRF124146274
HRJ124254934
CRG105331412
MYI110443657
PMAX117325773
OBI106878149 106878150 106878154 106880449
OSN115232349
LAK106178486
OVIT265_05642
NVE5510973
EPA110237339
ATEN116307974
ADF107347741
AMIL114956024
PDAM113667854
SPIS111334144
DGT114526387
XEN124442138
HMG100212172
TADTRIADDRAFT_29163
AQU100641773
AHF112754217
CSLCOCSUDRAFT_56585
MISMICPUN_57097
SREPTSG_04387
EHXEMIHUDRAFT_460327 EMIHUDRAFT_465565
VINAKJ08_2395
 » show all
Reference
1  [PMID:3134526]
  Authors
Watanabe F, Oki Y, Nakano Y, Kitaoka S.
  Title
Occurrence and characterization of cyanocobalamin reductase (NADPH; CN-eliminating) involved in decyanation of cyanocobalamin in Euglena gracilis.
  Journal
J Nutr Sci Vitaminol (Tokyo) 34:1-10 (1988)
DOI:10.3177/jnsv.34.1
Reference
2  [PMID:18779575]
  Authors
Kim J, Gherasim C, Banerjee R
  Title
Decyanation of vitamin B12 by a trafficking chaperone.
  Journal
Proc Natl Acad Sci U S A 105:14551-4 (2008)
DOI:10.1073/pnas.0805989105
Reference
3  [PMID:21697092]
  Authors
Koutmos M, Gherasim C, Smith JL, Banerjee R
  Title
Structural basis of multifunctionality in a vitamin B12-processing enzyme.
  Journal
J Biol Chem 286:29780-7 (2011)
DOI:10.1074/jbc.M111.261370
Reference
4  [PMID:23270877]
  Authors
Mah W, Deme JC, Watkins D, Fung S, Janer A, Shoubridge EA, Rosenblatt DS, Coulton JW
  Title
Subcellular location of MMACHC and MMADHC, two human proteins central to intracellular vitamin B(12) metabolism.
  Journal
Mol Genet Metab 108:112-8 (2013)
DOI:10.1016/j.ymgme.2012.11.284
Other DBs
ExplorEnz - The Enzyme Database: 1.16.1.6
IUBMB Enzyme Nomenclature: 1.16.1.6
ExPASy - ENZYME nomenclature database: 1.16.1.6
BRENDA, the Enzyme Database: 1.16.1.6
CAS: 131145-00-1
LinkDB

KEGG   REACTION: R02999
Entry
R02999                      Reaction                               
Name
NADPH:cyanocob(III)alamin oxidoreductase (cyanide-eliminating)
Definition
Cyanide ion + Cob(I)alamin + NADP+ <=> Cyanocobalamin + NADPH
Equation
Reaction class
RC00001  C00005_C00006
RC00828  C00853_C02823
Enzyme
Pathway
rn00860  Porphyrin metabolism
rn01100  Metabolic pathways
Other DBs
RHEA: 16116
LinkDB

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