Entry
Name
L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase;
MshC;
MshC ligase;
Cys:GlcN-Ins ligase;
mycothiol ligase
Class
Ligases;
Forming carbon-nitrogen bonds;
Acid-D-ammonia (or amine) ligases (amide synthases)
BRITE hierarchy
Sysname
L-cysteine:1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol ligase (AMP-forming)
Reaction(IUBMB)
1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + L-cysteine + ATP = 1-O-[2-(L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-1D-myo-inositol + AMP + diphosphate [RN:
R09591 ]
Reaction(KEGG)
Substrate
1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol [CPD:
C19702 ];
L-cysteine [CPD:
C00097 ];
ATP [CPD:
C00002 ]
Product
1-O-[2-(L-cysteinamido)-2-deoxy-alpha-D-glucopyranosyl]-1D-myo-inositol [CPD:
C19703 ];
AMP [CPD:
C00020 ];
diphosphate [CPD:
C00013 ]
Comment
This enzyme is a key enzyme in the biosynthesis of mycothiol, a small molecular weight thiol found in Mycobacteria spp. and other actinomycetes. Mycothiol plays a fundamental role in these organisms by helping to provide protection from the effects of reactive oxygen species and electrophiles, including many antibiotics. The enzyme may represent a novel target for new classes of antituberculars [2].
History
EC 6.3.1.13 created 2009
Orthology
K15526 L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase
Genes
MBO : BQ2027_MB2154C(mshc)
MAVM : MAA44156_02096(mshC)
MMAE : MMARE11_30320(mshC)
MBAI : MB901379_02881(mshC)
MHEK : JMUB5695_02230(mshC)
MKY : IWGMT90018_26740(mshC)
MPHL : MPHLCCUG_03253(mshC)
MTHN : 4412656_01910(mshC)
MAUU : NCTC10437_03369(mshC)
MFLV : NCTC10271_02066(mshC)
MSAL : DSM43276_01828(mshC)
MTER : 4434518_01718(mshC)
CDD : CDCE8392_1162(cysS2)
CDIP : ERS451417_01261(cysS2)
CJK : jk0368(cysS2) jk0956(cysS1)
COI : CPCIP5297_05465(mshC)
CUN : Cul210932_1165(mshC)
CUQ : Cul210931_1115(mshC)
CUJ : CUL131002_1147c(mshC)
CSX : CSING_06315 CSING_06890(mshC)
CMIN : NCTC10288_01274(mshC)
CRL : NCTC7448_01926(CysS)
CCYS : SAMEA4530656_1085(cysS2)
CGLU : I6J20_03620(mshC) I6J20_08460(mshC)
CPYR : CYJ47_06035(mshC) CYJ47_10975(mshC)
NFR : ERS450000_01160(mshC)
NAD : NCTC11293_04018(mshC)
NWL : NWFMUON74_33090(mshC)
NSPU : IFM12276_32640(mshC)
RCR : NCTC10994_00506(mshC)
RANT : RHODO2019_07815(mshC)
TPUL : TPB0596_24440(mshC)
SAMB : SAM23877_1720(mshC)
SLE : sle_54540(sle_54540)
SGM : GCM10017557_66480(mshC)
STUI : GCM10017668_12400(mshC)
SHUN : DWB77_06080(mshC_1)
SGOB : test1122_01400(mshC)
SXT : KPP03845_101895(mshC)
FSB : GCM10025867_27910(mshC)
PSEV : USB125703_01901(mshC)
LYH : FrondiHNR_06890(mshC)
AAGI : NCTC2676_1_01361(mshC)
PSNI : NIBR502771_14905(mshC)
GCR : GcLGCM259_1403(mshC)
RDN : HMPREF0733_11956(mshC)
DCO : SAMEA4475696_1724(mshC)
PAUS : NCTC13651_02249(mshC)
PPC : HMPREF9154_2051(mshC)
TFA : BW733_01015 BW733_14760
BROO : brsh051_03350(mshC)
NDK : I601_3334(mshC_1) I601_4058(mshC_2)
NPI : G7071_10980 G7071_14965
NAQU : ENKNEFLB_02420(mshC_1) ENKNEFLB_03748(mshC_2)
NRO : K8W59_08845(mshC) K8W59_12315
NCQ : K6T13_04750 K6T13_08975(mshC)
NPC : KUV85_04960(mshC) KUV85_06590
AMAZ : LUW76_03760(mshC) LUW76_33975
ACIR : OG979_02255 OG979_37655(mshC)
MHAI : OHB01_28485 OHB01_34120(mshC)
SVI : Svir_22240 Svir_22970
SACC : EYD13_12375(mshC1) EYD13_12820(mshC2)
ACYN : ORV05_20160(mshC) ORV05_25455
ANW : QP939_39295(mshC) QP939_47110(mshC)
PSEA : WY02_02660 WY02_17645
PBRO : HOP40_01085 HOP40_24850
PPEL : H6H00_01660 H6H00_23545
PSDS : K1T35_21205 K1T35_24375(mshC)
PMAD : BAY61_17045 BAY61_17650
ACTY : OG774_05090(mshC) OG774_10410 OG774_29155
MSAG : GCM10017556_49050(cysS)
MCHL : PVK74_04850(mshC) PVK74_30080
ACTR : Asp14428_13620(mshC_1) Asp14428_78950(mshC_2)
ATL : Athai_13820(cysS_2) Athai_31580(mshC)
CCAZ : COUCH_16815 COUCH_18220(mshC)
TBW : NCTC13354_00048(mshC)
JCY : M6B22_04985 M6B22_21780(mshC)
IMA : PO878_09360(cysS) PO878_17665
KBB : ccbrp13_43660(cysS_2)
» show all
Taxonomy
Reference
Authors
Fan F, Luxenburger A, Painter GF, Blanchard JS
Title
Steady-state and pre-steady-state kinetic analysis of Mycobacterium smegmatis cysteine ligase (MshC).
Journal
Sequence
Reference
Authors
Gutierrez-Lugo MT, Newton GL, Fahey RC, Bewley CA
Title
Cloning, expression and rapid purification of active recombinant mycothiol ligase as B1 immunoglobulin binding domain of streptococcal protein G, glutathione-S-transferase and maltose binding protein fusion proteins in Mycobacterium smegmatis.
Journal
Reference
Authors
Tremblay LW, Fan F, Vetting MW, Blanchard JS
Title
The 1.6 A crystal structure of Mycobacterium smegmatis MshC: the penultimate enzyme in the mycothiol biosynthetic pathway.
Journal
Sequence
Other DBs
ExplorEnz - The Enzyme Database: 6.3.1.13
ExPASy - ENZYME nomenclature database: 6.3.1.13