KEGG   ORTHOLOGY: K13746
Entry
K13746                      KO                                     
Symbol
cansdh
Name
carboxynorspermidine synthase [EC:1.5.1.43]
Pathway
map00330  Arginine and proline metabolism
map01100  Metabolic pathways
Reaction
R09079  carboxyspermidine:NADP+ oxidoreductase
R09080  carboxynorspermidine:NADP+ oxidoreductase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09105 Amino acid metabolism
   00330 Arginine and proline metabolism
    K13746  cansdh; carboxynorspermidine synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.1  With NAD+ or NADP+ as acceptor
    1.5.1.43  carboxynorspermidine synthase
     K13746  cansdh; carboxynorspermidine synthase
Other DBs
COG: COG1748
Genes
VCH: VC_1624
VCF: IR04_13345
VCS: MS6_1406
VCE: Vch1786_I1124
VCQ: EN18_11315
VCJ: VCD_002750
VCI: O3Y_07890
VCO: VC0395_A1231
VCR: VC395_1742
VCM: VCM66_1564
VVU: VV1_3049
VVY: VV1237
VPA: VP1941
VPB: VPBB_1783
VAG: N646_1023
VSP: VS_1946
VAN: VAA_01989
VTA: A0392
PPR: PBPRA2229(RB1550)
ELUX: BTN50_0370
PIN: Ping_2289
MVS: MVIS_2445
 » show all
Reference
  Authors
Lee J, Sperandio V, Frantz DE, Longgood J, Camilli A, Phillips MA, Michael AJ
  Title
An alternative polyamine biosynthetic pathway is widespread in bacteria and essential for biofilm formation in Vibrio cholerae.
  Journal
J Biol Chem 284:9899-907 (2009)
DOI:10.1074/jbc.M900110200
  Sequence
[vch:VC_1624]

KEGG   ENZYME: 1.5.1.43
Entry
EC 1.5.1.43                 Enzyme                                 
Name
carboxynorspermidine synthase;
carboxynorspermidine dehydrogenase;
carboxyspermidine dehydrogenase;
CASDH;
CANSDH;
VC1624 (gene name)
Class
Oxidoreductases;
Acting on the CH-NH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
carboxynorspermidine:NADP+ oxidoreductase
Reaction(IUBMB)
(1) carboxynorspermidine + H2O + NADP+ = L-aspartate 4-semialdehyde + propane-1,3-diamine + NADPH + H+ [RN:R09080];
(2) carboxyspermidine + H2O + NADP+ = L-aspartate 4-semialdehyde + putrescine + NADPH + H+ [RN:R09079]
Reaction(KEGG)
R09079 R09080
Substrate
carboxynorspermidine [CPD:C18174];
H2O [CPD:C00001];
NADP+ [CPD:C00006];
carboxyspermidine [CPD:C18172]
Product
L-aspartate 4-semialdehyde [CPD:C00441];
propane-1,3-diamine [CPD:C00986];
NADPH [CPD:C00005];
H+ [CPD:C00080];
putrescine [CPD:C00134]
Comment
The reaction takes place in the opposite direction. Part of a bacterial polyamine biosynthesis pathway. L-aspartate 4-semialdehyde and propane-1,3-diamine/putrescine form a Schiff base that is reduced to form carboxynorspermidine/carboxyspermidine, respectively [1]. The enzyme from the bacterium Vibrio cholerae is essential for biofilm formation [2]. The enzyme from Campylobacter jejuni only produces carboxyspermidine in vivo even though it also can produce carboxynorspermidine in vitro [3].
History
EC 1.5.1.43 created 2012
Pathway
ec00330  Arginine and proline metabolism
ec01100  Metabolic pathways
Orthology
K13746  carboxynorspermidine synthase
Genes
VCHVC_1624
VCFIR04_13345
VCSMS6_1406
VCEVch1786_I1124
VCQEN18_11315
VCJVCD_002750
VCIO3Y_07890
VCOVC0395_A1231
VCRVC395_1742
VCMVCM66_1564
VCLVCLMA_A1414
VCXVAA049_1179
VCZVAB027_2272
VVUVV1_3049
VVYVV1237
VVMVVMO6_01981
VVLVV93_v1c11570
VPAVP1941
VPBVPBB_1783
VPKM636_12125
VPFM634_11915
VPHVPUCM_1277
VHAVIBHAR_02740
VCAM892_17165
VAGN646_1023
VEXVEA_003102
VDBAL552_18365
VHRAL538_03275
VNAPN96_04020
VOWA9237_14585
VROBSZ04_17205
VSPVS_1946
VEJVEJY3_10185
VFUvfu_A01725
VNIVIBNI_A2071
VANVAA_01989
LAGN175_09070
VAUVANGNB10_cI1167
VCYIX92_08260
VCTJV59_30255
VTUIX91_08420
VEUIXK98_17040
VSIMTO69_05985
VFLAL536_12655
VMIAL543_17380
VBRA6E01_05850
VSCVSVS12_01829
VGABSQ33_00500
VSHBSZ05_00395
VQICCZ37_05955
VTAA0392
VAFD1115_09535
VNLD3H41_10620
VCCFAZ90_05960
VASGT360_07755
VAQFIV01_08110
VSRVspart_01602
VKABTD91_00725
VZIG5S32_08265
VNVIF132_09435
VGIMID13_09680
VSLLTQ54_14800
VPLSA104470976_01356
VJPNP165_05960
VPGLZI70_01375
VOSKNV97_10195
VTICEQ48_10950
VCRAIS519_00195
VNPKW548_09380
VLEISX51_07305
VSYK08M4_18330
VRURND59_14150
VMTQYQ96_06075
VIBVspSTUT11_10600
VISVspSTUT16_11410
VIOAB2S62_08390
VIHAB0763_07545
VCKPG915_06665
VIDDBX26_09045
VIPH9L11_00915
VSAVSAL_I2137
AWDAWOD_I_1745
PPRPBPRA2229(RB1550)
PGBH744_2c1553
PGHFH974_09550
PHOTL4174_006740
PATENNL38_06090
GHOAL542_15065
GKDK6Q96_11285
PMAICF386_00310
ELUXBTN50_0370
PLASNF212_24115
PINPing_2289
PSYPCNPT3_08250
MVSMVIS_2445
MYAMORIYA_0602
MMAAFR932_05520
MOQHWV03_09915
 » show all
Reference
1  [PMID:1955861]
  Authors
Nakao H, Shinoda S, Yamamoto S
  Title
Purification and some properties of carboxynorspermidine synthase participating in a novel biosynthetic pathway for norspermidine in Vibrio alginolyticus.
  Journal
J Gen Microbiol 137:1737-42 (1991)
DOI:10.1099/00221287-137-7-1737
Reference
2  [PMID:19196710]
  Authors
Lee J, Sperandio V, Frantz DE, Longgood J, Camilli A, Phillips MA, Michael AJ
  Title
An alternative polyamine biosynthetic pathway is widespread in bacteria and essential for biofilm formation in Vibrio cholerae.
  Journal
J Biol Chem 284:9899-907 (2009)
DOI:10.1074/jbc.M900110200
  Sequence
[vch:VC_1624]
Reference
3  [PMID:22025614]
  Authors
Hanfrey CC, Pearson BM, Hazeldine S, Lee J, Gaskin DJ, Woster PM, Phillips MA, Michael AJ
  Title
Alternative spermidine biosynthetic route is critical for growth of Campylobacter jejuni and is the dominant polyamine pathway in human gut microbiota.
  Journal
J Biol Chem 286:43301-12 (2011)
DOI:10.1074/jbc.M111.307835
Other DBs
ExplorEnz - The Enzyme Database: 1.5.1.43
IUBMB Enzyme Nomenclature: 1.5.1.43
ExPASy - ENZYME nomenclature database: 1.5.1.43
BRENDA, the Enzyme Database: 1.5.1.43

KEGG   REACTION: R09080
Entry
R09080                      Reaction                               
Name
carboxynorspermidine:NADP+ oxidoreductase
Definition
1,3-Diaminopropane + L-Aspartate 4-semialdehyde + NADPH + H+ <=> Carboxynorspermidine + H2O + NADP+
Equation
Reaction class
RC00001  C00005_C00006
RC00053  C00986_C18174
RC00225  C00441_C18174
Enzyme
Pathway
rn00330  Arginine and proline metabolism
rn01100  Metabolic pathways
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.5  Acting on the CH-NH group of donors
   1.5.1  With NAD+ or NADP+ as acceptor
    1.5.1.43
     R09080  1,3-Diaminopropane + L-Aspartate 4-semialdehyde + NADPH + H+ <=> Carboxynorspermidine + H2O + NADP+
Orthology
K13746  carboxynorspermidine synthase [EC:1.5.1.43]
Other DBs
RHEA: 34118

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