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IUBMB Comments This mycobacterial enzyme catalyses the acylation of 2′-palmitoyl/stearoyl-2-O -sulfo-α,α-trehalose at the 3′ position by a (hydroxy)phthioceranoyl group during the biosynthesis of mycobacterial sulfolipids.
Reaction Schemes
a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase]
+
2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
=
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
+
holo-[(hydroxy)phthioceranic acid synthase]
Synonyms
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SL659 acyltransferase PapA1
Rv3824c
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SL659 acyltransferase PapA1
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SL659 acyltransferase PapA1
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a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose = a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
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MetaCyc
mycobacterial sulfolipid biosynthesis
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(hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase]:2'-acyl-2-O-sulfo-alpha,alpha-trehalose 3'-(hydroxy)phthioceranyltransferase
This mycobacterial enzyme catalyses the acylation of 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose at the 3' position by a (hydroxy)phthioceranoyl group during the biosynthesis of mycobacterial sulfolipids.
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a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
Substrates: -
?
a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
Substrates: -
?
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a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
Substrates: -
?
a (hydroxy)phthioceranyl-[(hydroxy)phthioceranic acid synthase] + 2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose
a 3'-(hydroxy)phthioceranyl-2'-palmitoyl/stearoyl-2-O-sulfo-alpha,alpha-trehalose + holo-[(hydroxy)phthioceranic acid synthase]
Substrates: -
?
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Infections
PapA1 and PapA2 are acyltransferases essential for the biosynthesis of the Mycobacterium tuberculosis virulence factor sulfolipid-1.
Tuberculosis
PapA1 and PapA2 are acyltransferases essential for the biosynthesis of the Mycobacterium tuberculosis virulence factor sulfolipid-1.
Tuberculosis
Two polyketide-synthase-associated acyltransferases are required for sulfolipid biosynthesis in Mycobacterium tuberculosis.
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UniProt
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UniProt
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Highest Expressing Human Cell Lines
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Cell Line Links
Gene Links
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physiological function
acyltransferases PapA2 and PapA1 are responsible for the sequential acylation of trehalose-2-sulfate to form diacylated intermediate sulfolipid SL1278 and are essential for sulfolipid-1 biosynthesis. In vitro, recombinant PapA2 converts of trehalose-2-sulfate to 2'-palmitoyl of trehalose-2-sulfate , and PapA1 further elaborates this SL-sulfolipid-1 intermediate to an analog of SL1278. PapA2 and PapA1 play an essential role in sulfolipid-1 biosynthesis . The loss of sulfolipid-1 (and SL1278) in Papa1 and Papa2 deletion mutants does not appear to affect bacterial replication or trafficking
physiological function
deletion of the H37Rv PapA1 gene results in loss of sulfolipid-I
physiological function
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deletion of the H37Rv PapA1 gene results in loss of sulfolipid-I
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physiological function
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acyltransferases PapA2 and PapA1 are responsible for the sequential acylation of trehalose-2-sulfate to form diacylated intermediate sulfolipid SL1278 and are essential for sulfolipid-1 biosynthesis. In vitro, recombinant PapA2 converts of trehalose-2-sulfate to 2'-palmitoyl of trehalose-2-sulfate , and PapA1 further elaborates this SL-sulfolipid-1 intermediate to an analog of SL1278. PapA2 and PapA1 play an essential role in sulfolipid-1 biosynthesis . The loss of sulfolipid-1 (and SL1278) in Papa1 and Papa2 deletion mutants does not appear to affect bacterial replication or trafficking
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PAPA1_MYCBO
Mycobacterium bovis (strain ATCC BAA-935 / AF2122/97)
511
0
56128
Swiss-Prot
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PAPA1_MYCBP
Mycobacterium bovis (strain BCG / Pasteur 1173P2)
511
0
56128
Swiss-Prot
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PAPA1_MYCTA
Mycobacterium tuberculosis (strain ATCC 25177 / H37Ra)
511
0
56128
Swiss-Prot
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PAPA1_MYCTO
Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh)
511
0
56110
Swiss-Prot
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PAPA1_MYCTU
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
511
0
56128
Swiss-Prot
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homology modeling of protein and comparison of different homology modeling programs
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Tahir, R.; Sehgal, S.; Ijaz, A.
In silico comparative modeling of PapA1 and PapA2 proteins involved in Mycobacterium tuberculosis sulfolipid-1 biosynthesis pathway
Int. J. Bioautomation
16
155-164
2012
Mycobacterium tuberculosis
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brenda
Bhatt, K.; Gurcha, S.S.; Bhatt, A.; Besra, G.S.; Jacobs, W.R.
Two polyketide-synthase-associated acyltransferases are required for sulfolipid biosynthesis in Mycobacterium tuberculosis
Microbiology
153
513-520
2007
Mycobacterium tuberculosis (P9WIK9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WIK9)
brenda
Kumar, P.; Schelle, M.W.; Jain, M.; Lin, F.L.; Petzold, C.J.; Leavell, M.D.; Leary, J.A.; Cox, J.S.; Bertozzi, C.R.
PapA1 and PapA2 are acyltransferases essential for the biosynthesis of the Mycobacterium tuberculosis virulence factor sulfolipid-1
Proc. Natl. Acad. Sci. USA
104
11221-11226
2007
Mycobacterium tuberculosis (P9WIK9), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WIK9)
brenda
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