P. aeruginosa Metabolome Database: Maltohexaose (PAMDB001651)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB001651

Identification

Name:

Maltohexaose

Description:

Maltohexaose is hexasaccaride or more specifically a hexasaccharide comprised of six D-glucose residues connected by alpha(1->4) linkages. It is a substrate for energy metabolism and carbon for Pseudomonas aeruginosa. Maltohexaose is imported into the cell via the maltooligosaccharide-specific LamB-channel of Pseudomonas aeruginosa (also called maltoporin). It is degraded by alpha amylase.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

a-D-GLCP-(1RIght4)-a-D-GLCP-(1Right4)-a-D-GLCP-(1Right4)-a-D-GLCP-(1Right4)-a-D-GLCP-(1Right4)-D-GLC
a-D-Glucopyranosyl-(1Right4)-a-D-glucopyranosyl-(1Right4)-a-D-glucopyranosyl-(1Right4)-a-D-glucopyranosyl-(1Right4)-a-D-glucopyranosyl-(1Right4)-D-glucose
Alpha-D-Glcp-(1right4)-alpha-D-Glcp-(1right4)-alpha-D-Glcp-(1right4)-alpha-D-Glcp-(1right4)-alpha-D-Glcp-(1right4)-D-Glc
Alpha-D-Glucopyranosyl-(1right4)-alpha-D-glucopyranosyl-(1right4)-alpha-D-glucopyranosyl-(1right4)-alpha-D-glucopyranosyl-(1right4)-alpha-D-glucopyranosyl-(1right4)-D-glucose
Maltohexanose DP6
Maltohexaose
α-D-GLCP-(1RIght4)-α-D-GLCP-(1Right4)-α-D-GLCP-(1Right4)-α-D-GLCP-(1Right4)-α-D-GLCP-(1Right4)-D-GLC
α-D-Glucopyranosyl-(1Right4)-α-D-glucopyranosyl-(1Right4)-α-D-glucopyranosyl-(1Right4)-α-D-glucopyranosyl-(1Right4)-α-D-glucopyranosyl-(1Right4)-D-glucose

Chemical Formula:

C₃₆H₆₂O₃₁

Average Molecular Weight:

990.8589

Monoisotopic Molecular Weight:

990.327505266

InChI Key:

OCIBBXPLUVYKCH-LIGGPISVSA-N

InChI:

InChI=1S/C36H62O31/c37-1-7-13(43)14(44)21(51)32(58-7)64-27-9(3-39)60-34(23(53)16(27)46)66-29-11(5-41)62-36(25(55)18(29)48)67-30-12(6-42)61-35(24(54)19(30)49)65-28-10(4-40)59-33(22(52)17(28)47)63-26-8(2-38)57-31(56)20(50)15(26)45/h7-56H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31?,32-,33-,34-,35-,36-/m1/s1

CAS number:

34620-77-4

IUPAC Name:

(2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional IUPAC Name:

maltohexaose

SMILES:

OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)C(O)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organooxygen compounds

Class

Carbohydrates and carbohydrate conjugates

Sub Class

Oligosaccharides

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Secondary alcohol
Polyol
Hemiacetal
1,2-diol
Oxacycle
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Solid

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	252.0 mg/mL	ALOGPS
logP	-2.5	ALOGPS
logP	-12	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Acidic)	11.15	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	31	ChemAxon
Hydrogen Donor Count	20	ChemAxon
Polar Surface Area	506.13 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	197.99 m³·mol^-1	ChemAxon
Polarizability	92.31 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Adenosine triphosphate + Water + Maltohexaose > ADP + Hydrogen ion + Maltohexaose + Phosphate
Adenosine triphosphate + Water + Maltohexaose > ADP + Hydrogen ion + Maltohexaose + Phosphate
Water + Maltoheptaose > D-Glucose + Maltohexaose
Water + Maltohexaose > D-Glucose + Maltopentaose
D-Maltose + Maltohexaose > D-Glucose + Maltoheptaose
D-Maltose + Maltopentaose > D-Glucose + Maltohexaose
Maltoheptaose + Phosphate <> Glucose 1-phosphate + Maltohexaose
Maltohexaose + Phosphate <> Glucose 1-phosphate + Maltopentaose
1,4-alpha-D-glucan > Maltohexaose
a 1,4-α-D-glucan + Water > a 1,4-α-D-glucan + Maltohexaose

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03kj-0504436069-81527007ed999f98a213	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-08gv-0809647062-d050e9c757955d7b5830	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08gl-0906223021-223dd1e9a27601280e19	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0210212029-e287313027c8a634a1dd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0412213029-23721df364097afc42fd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-1926022112-e7385ad76fe827245a6e	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	27445
HMDB ID	HMDB12253
Pubchem Compound ID	439606
Kegg ID	C01936
ChemSpider ID	388684
Wikipedia ID	Not Available
BioCyc ID	MALTOHEXAOSE
EcoCyc ID	MALTOHEXAOSE

Enzymes

Protein Details

• Maltose/maltodextrin import ATP-binding protein MalK

General function:: Involved in nucleotide binding
Specific function:: Part of the ABC transporter complex MalEFGK involved in maltose/maltodextrin import. Responsible for energy coupling to the transport system
Gene Name:: malK
Locus Tag:: PA2341
Molecular weight:: 40.2 kDa

Reactions

ATP + H(2)O + maltose(Out) = ADP + phosphate + maltose(In).

Transporters

Protein Details

• Maltose/maltodextrin import ATP-binding protein MalK

General function:: Involved in nucleotide binding
Specific function:: Part of the ABC transporter complex MalEFGK involved in maltose/maltodextrin import. Responsible for energy coupling to the transport system
Gene Name:: malK
Locus Tag:: PA2341
Molecular weight:: 40.2 kDa

Reactions

ATP + H(2)O + maltose(Out) = ADP + phosphate + maltose(In).

Maltohexaose (PAMDB001651)

Structure for Maltohexaose (PAMDB001651)

Enzymes

Reactions

Transporters

Reactions