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Information on EC 2.6.1.50 - glutamine-scyllo-inositol transaminase
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EC Tree
2.6.1.50 glutamine-scyllo-inositol transaminaseIUBMB Comments
A pyridoxal-phosphate protein.
Specify your search results
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
neo-6, l-glutamine:inosose aminotransferase, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
glutamine scyllo-inosose aminotransferase
-
-
-
-
glutamine-scyllo-inosose aminotransferase
-
-
-
-
L-glutamine-keto-scyllo-inositol aminotransferase
-
-
-
-
L-glutamine-scyllo-inosose transaminase
-
-
-
-
L-glutamine:2-deoxy-scyllo-inosose
neo-6
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone = 2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone = 2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
A pyridoxal-phosphate protein
-
-
-
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone = 2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
mechanism, enzyme distinguishes the enantiotopic amino groups of 2-deoxystreptamine but accepts both enantiomers of 2-deoxy-scyllo-inosose to give a racemic product
-
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone = 2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
mechanism, enzyme distinguishes the enantiotopic amino groups of 2-deoxystreptamine but accepts both enantiomers of 2-deoxy-scyllo-inosose to give a racemic product
Niallia circulans SANK 72073
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
amino group transfer
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
L-glutamine:2,4,6/3,5-pentahydroxycyclohexanone aminotransferase
A pyridoxal-phosphate protein.
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CAS REGISTRY NUMBER
COMMENTARY
9033-03-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-deoxystreptamine + 2-ketoglutaramate
2-deoxy-keto-inosamine + L-glutamine
-
-
-
r
2-deoxystreptamine + 2-oxoglutaramate
2-deoxy-scyllo-inositol + L-glutamine
-
-
-
-
r
2-deoxystreptamine + keto-scyllo-inositol
2-deoxy-scyllo-inositol + amino-deoxy-keto-scyllo-inositol
-
-
-
-
r
aminodeoxy-scyllo-inositol + 2-oxoglutaramate
scyllo-inositol + L-glutamine
-
-
-
-
r
aminodeoxy-scyllo-inositol + keto-scyllo-inositol
amino-scyllo-inositol + aminodeoxy-keto-scyllo-inositol
-
-
-
-
r
L-glutamine + 1D-4-keto-myo-inositol
2-oxoglutaramate + amino-deoxy-1D-4-keto-myo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
L-glutamine + 2-oxoadipate
2-oxoglutaramate + L-2-amino-1,6-hexandioate
-
-
-
-
r
L-glutamine + 2-oxobutyrate
2-oxoglutaramate + 2-aminobutyrate
-
-
-
-
r
L-glutamine + 2-oxocaproate
2-oxoglutaramate + L-norleucine
-
-
-
-
r
L-glutamine + 2-oxoglutaramate
2-oxoglutaramate + L-glutamine
-
-
-
-
r
L-glutamine + 2-oxovalerate
2-oxoglutaramate + L-norvaline
-
-
-
-
r
L-glutamine + DL-epi-inosose
2-oxoglutaramate + amino-deoxy-inosose
-
-
-
-
r
L-glutamine + oxaloacetate
2-oxoglutaramate + L-aspartate
-
-
-
-
r
L-glutamine + scyllo-inosose
scyllo-inosamine + 2-oxoglutaramate
-
-
spontaneously cyclization of 2-oxoglutaramate to 2-pyrrolidone-5-hydroxy-5-carboxylic acid
r
myo-inositol + diaminocyclitol + oxaloacetate
amino-deoxyinositol + ketoaminocyclitol + malate
myo-inositol + glutamine + oxalacetate
amino-deoxyinositol + 2-oxoglutarate + malate + NH4+
N3-methyl-2-deoxy-streptamine + inosose
aminodeoxyinositol + 1-keto-2-deoxy-3-methylaminodeoxy-scyllo-inositol
N3-methyl-2-deoxy-streptamine + keto-scyllo-inositol
3-methylamino-2-deoxy-scyllo-inositol + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
N3-methyl-2-deoxystreptamine + 2-oxoglutaramate
3-methylamino-2-deoxy-scyllo-inositol + L-glutamine
-
-
-
-
r
scyllo-inosose + L-glutamine
scyllo-inosamine + 2-oxoglutaramate
-
-
-
-
?
streptamine + 2-oxoglutaramate
amino-scyllo-inositol + L-glutamine
-
-
-
-
r
streptamine + keto-scyllo-inositol
amino-scyllo-inositol + amino-deoxy-keto-scyllo-inositol
-
-
-
-
r
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-ketoglutaramate
-
-
-
-
?
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-ketoglutaramate
-
tbmB catalyzes the second step of the DOS biosynthetic pathway during the biosynthesis of 2-deoxystreptamine, a subunit of tobramycin, in Streptomyces tenebrarius
-
-
?
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-ketoglutaramate
-
-
-
?
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-ketoglutaramate
-
-
-
?
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-oxoglutaramate
-
accepts both enantiomers to give a racemic product
-
-
r
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-oxoglutaramate
Niallia circulans SANK 72073
-
accepts both enantiomers to give a racemic product
-
-
r
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-oxoglutaramate
-
-
-
-
?
2-deoxystreptamine + pyruvate
2-keto-inosose + L-alanine
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
keto-scyllo-inositol
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
2-deoxystreptamine biosynthesis
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
streptidine subpathway of streptomycin biosynthesis
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2-oxoglutarate
2-oxoglutaramate + L-glutamate
-
-
-
-
r
L-glutamine + 2-oxoglutarate
2-oxoglutaramate + L-glutamate
-
-
-
-
r
myo-inositol + diaminocyclitol + oxaloacetate
amino-deoxyinositol + ketoaminocyclitol + malate
-
-
-
-
r
myo-inositol + diaminocyclitol + oxaloacetate
amino-deoxyinositol + ketoaminocyclitol + malate
-
-
-
-
r
myo-inositol + glutamine + oxalacetate
amino-deoxyinositol + 2-oxoglutarate + malate + NH4+
-
-
-
-
r
myo-inositol + glutamine + oxalacetate
amino-deoxyinositol + 2-oxoglutarate + malate + NH4+
-
-
-
-
r
N3-methyl-2-deoxy-streptamine + inosose
aminodeoxyinositol + 1-keto-2-deoxy-3-methylaminodeoxy-scyllo-inositol
-
-
-
-
r
N3-methyl-2-deoxy-streptamine + inosose
aminodeoxyinositol + 1-keto-2-deoxy-3-methylaminodeoxy-scyllo-inositol
-
-
-
-
r
N3-methyl-2-deoxy-streptamine + inosose
aminodeoxyinositol + 1-keto-2-deoxy-3-methylaminodeoxy-scyllo-inositol
-
-
-
-
r
additional information
?
-
-
enzyme is also involved in transamination of a putative aminoketone intermediate in 2-deoxystreptamine synthesis
-
-
?
additional information
?
-
Niallia circulans SANK 72073
-
enzyme is also involved in transamination of a putative aminoketone intermediate in 2-deoxystreptamine synthesis
-
-
?
additional information
?
-
the enzyme is responsible for 2-deoxystreptamine production
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2-deoxy-scyllo-inosose + L-glutamine
2-deoxy-scyllo-inosamine + 2-ketoglutaramate
-
tbmB catalyzes the second step of the DOS biosynthetic pathway during the biosynthesis of 2-deoxystreptamine, a subunit of tobramycin, in Streptomyces tenebrarius
-
-
?
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
2-deoxystreptamine biosynthesis
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
streptidine subpathway of streptomycin biosynthesis
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
L-glutamine + 2,4,6/3,5-pentahydroxycyclohexanone
2-oxoglutaramate + 1-amino-1-deoxy-scyllo-inositol
-
-
-
-
r
additional information
?
-
-
enzyme is also involved in transamination of a putative aminoketone intermediate in 2-deoxystreptamine synthesis
-
-
?
additional information
?
-
Niallia circulans SANK 72073
-
enzyme is also involved in transamination of a putative aminoketone intermediate in 2-deoxystreptamine synthesis
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
5,5'-dithio-bis(2-nitrobenzoic acid)
-
reduces specific activity by 50%
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Pulmonary Disease, Chronic Obstructive
[Early detection of COPD in smoking cessation outpatients].
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
no activity in Streptomyces lividans
JCM4433, nucleotide sequence deposited with the same accession number in EMBL/GenBank
SwissProt
brenda
JCM4923, nucleotide sequence deposited with the same accession number in EMBL/GenBank
SwissProt
brenda
no activity in Streptomyces lividans
66 strain TK23, host strains, free of enzymatic activity
-
-
brenda
IFO 13147, nucleotide sequence deposited with the same accession number in EMBL/GenBank
SwissProt
brenda
IFO12773, nucleotide sequence deposited with the same accession number in EMBL/GenBank
SwissProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
Show AA Sequence and Transmembrane Helices (578 entries)
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
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PDB
SCOP
CATH
UNIPROT
ORGANISM
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
45000
46951
x * 46951, His6-tagged protein, claculated, x * 45000, His6-tagged protein, SDS-PAGE
45000
x * 46951, His6-tagged protein, claculated, x * 45000, His6-tagged protein, SDS-PAGE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
x * 46951, His6-tagged protein, claculated, x * 45000, His6-tagged protein, SDS-PAGE
?
-
x * 46951, His6-tagged protein, claculated, x * 45000, His6-tagged protein, SDS-PAGE
-
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, stored at concentrations greater than 1mg/ml, stable for several months with little loss of activity
-
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
btrS homologous gene identified and sequenced
gene StsC identified, cloned by PCR and expressed in Escherichia coli BL21 and Streptomyces lividans
-
the gene is cloned into pIBR25, a Streptomyces expression vector and transformed into a non-aminoglycoside-producing host, Streptomyces venezuelae YJ003, for heterologous expression
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pharmacology
pharmacology
-
2-deoxystreptamine is a component of numerous clinically important antibiotics such as gentamicin, neomycin, tobramycin, amikacin and hygromycin
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Walker, J.B.
L-glutamine:keto-scyllo-inositol aminotransferase
Methods Enzymol.
43
439-443
1975
Streptomyces bikiniensis, Streptomyces griseus, Streptomyces hygroscopicus, Streptomyces ornatus
brenda
Lucher, L.A.; Chen, Y.M.; Walker, J.B.
Reactions catalyzed by purified L-glutamine:keto-scyllo-inositol aminotransferase, an enzyme required for biosynthesis of aminocyclitol antibiotics
Antimicrob. Agents Chemother.
33
452-459
1989
Micromonospora echinospora
brenda
Walker, J.B.
Enzymic synthesis of aminocyclitol moieties of aminoglycoside antibiotics from inositol by Streptomyces sp.: detection of glutamine-aminocyclitol aminotransferase and diaminocyclitol aminotransferase activities in a spectinomycin producer
J. Bacteriol.
177
818-822
1995
Streptomyces netropsis, Streptomyces griseocarneus, Streptomyces hygroscopicus
brenda
Ahlert, J.; Distler, J.; Mansouri, K.; Piepersberg, W.
Identification of stsC, the gene encoding the L-glutamine:scyllo-inosose aminotransferase from streptomycin-producing Streptomycetes
Arch. Microbiol.
168
102-113
1997
no activity in Escherichia coli, no activity in Streptomyces lividans, Streptomyces bikiniensis, Streptomyces griseus, Streptomyces hygroscopicus, Streptomyces bikiniensis NRRL 1049b
brenda
Tamegai, H.; Eguchi, T.; Kakinuma, K.
First identification of Streptomyces genes involved in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics: genetic and evolutionary analysis of L-glutamine:2-deoxy-scyllo-inose aminotransferase genes
J. Antibiot.
55
1016-1018
2002
Niallia circulans, Streptomyces ribosidificus (Q4R0W2), Streptomyces fradiae (Q53U20), Streptoalloteichus hindustanus (Q6F6I1)
brenda
Kharel, M.K.; Subba, B.; Lee, H.C.; Liou, K.; Woo, J.S.; Sohng, J.K.
An approach for cloning biosynthetic genes of 2-deoxystreptamine-containing aminocyclitol antibiotics: isolation of a biosynthetic gene cluster of tobramycin from Streptomyces tenebrarius
Biotechnol. Lett.
25
2041-2047
2003
Streptoalloteichus tenebrarius
brenda
Yokoyama, K.; Kudo, F.; Kuwahara, M.; Inomata, K.; Tamegai, H.; Eguchi, T.; Kakinuma, K.
Stereochemical recognition of doubly functional aminotransferase in 2-deoxystreptamine biosynthesis
J. Am. Chem. Soc.
127
5869-5874
2005
Niallia circulans, Niallia circulans SANK 72073
brenda
Huang, F.; Haydock, S.F.; Mironenko, T.; Spiteller, D.; Li, Y.; Spencer, J.B.
The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: characterization of an aminotransferase involved in the formation of 2-deoxystreptamine
Org. Biomol. Chem.
3
1410-1418
2005
Streptomyces fradiae (Q53U20), Streptomyces fradiae NCIMB 8233 (Q53U20)
brenda
Kharel, M.K.; Subba, B.; Lee, H.C.; Liou, K.; Sohng, J.K.
Characterization of L-glutamine:2-deoxy-scyllo-inosose aminotransferase (tbmB) from Streptomyces tenebrarius
Bioorg. Med. Chem. Lett.
15
89-92
2005
Streptoalloteichus tenebrarius
brenda
Kurumbang, N.P.; Oh, T.J.; Liou, K.; Sohng, J.K.
Heterologous production and detection of recombinant directing 2-deoxystreptamine (DOS) in the non-aminoglycoside-producing host Streptomyces venezuelae YJ003
J. Microbiol. Biotechnol.
18
866-873
2008
Streptomyces fradiae (Q53U20)
brenda
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