A tetrasaccharide
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Maltotetraose

Item No. 24975

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucose
CAS Number
34612-38-9
Molecular Formula
C24H42O21
Formula Weight
666.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
O=C[C@H](O)[C@@H](O)[C@]([C@H](O)CO)([H])O[C@H]([C@H](O)[C@H]1O)O[C@H](CO)[C@@]1([H])O[C@@H](O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O
InChi Code
InChI=1S/C24H42O21/c25-1-6(30)11(32)19(7(31)2-26)43-23-17(38)14(35)21(9(4-28)41-23)45-24-18(39)15(36)20(10(5-29)42-24)44-22-16(37)13(34)12(33)8(3-27)40-22/h1,6-24,26-39H,2-5H2/t6-,7+,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19+,20+,21+,22+,23+,24+/m0/s1
InChi Key
UYQJCPNSAVWAFU-KVXMBEGHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Maltotetraose is a tetrasaccharide that is composed of glucose molecules linked by α-1,4 glycosidic bonds and has been found in B. stearothermophilus.1,2,3,4 It increases the α-amylase synthesis rate in B. stearothermophilus 3-fold greater than sucrose or glucose (Item No. 23733) when used at a concentration of 0.1 mM.2 Maltotetraose (750 μg/ml) inhibits the growth of E. carotovora in a cylinder-agar plate assay but does not affect the growth of several other microorganisms.4 It also inhibits TNF-α-induced expression of intercellular adhesion molecule-1 (ICAM-1) in MOVAS-1 mouse smooth muscle cells (VSMCs) transfected with an ICAM-1 luciferase reporter when used at a concentration of 20 μM.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sauer, J., Sigurskjold, B.W., Christensen, U., et al. Glucoamylase: Structure/function relationships, and protein engineering. Biochim. Biophys. Acta 1543(2), 275-293 (2000).

    2. Welker, N.E., and Campbell, L.L. Induction of α-amylase of Bacillus stearothermophilus by maltodextrins. J. Bacteriol. 86(4), 687-691 (1963).

    3. Fujita, M., Torigoe, K., Nakada, T., et al. Cloning and nucleotide sequence of the gene (amyP) for maltotetraose-forming amylase from Pseudomonas stutzeri MO-19. J. Bacteriol. 171(3), 1333-1339 (1989).

    4. Kondo, H., Honke, T., Hasegawa, R., et al. Isolation of maltotetraose from Streptomyces as an antibiotic against Erwinia carotovora. J. Antibiot. (Tokyo) 28(2), 157-160 (1975).

    5. Shin, S.Y., Jung, Y.J., Yong, Y., et al. Inhibition of PDGF-induced migration and TNF-α-induced ICAM-1 expression by maltotetraose from bamboo stem extract (BSE) in mouse vascular smooth muscle cells. Mol. Nutr. Food Res. 60(9), 2086-2097 (2016).