A glycolipid
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6,6′-Trehalose Dioleate

Item No. 42212

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9Z)-9-octadecenoate, 6-O-[(9Z)-1-oxo-9-octadecen-1-yl]-α-D-glucopyranosyl, α-D-glucopyranoside
CAS Number
338733-40-7
Synonyms
  • 6,6′-TDO
Molecular Formula
C48H86O13
Formula Weight
871.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble: 0.1-1 mg/mlChloroform: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
O[C@H]([C@H]1O)[C@H](O[C@@H]([C@H]1O)COC(CCCCCCC/C=C\CCCCCCCC)=O)O[C@@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCC/C=C\CCCCCCCC)=O)O2
InChi Code
InChI=1S/C48H86O13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-39(49)57-35-37-41(51)43(53)45(55)47(59-37)61-48-46(56)44(54)42(52)38(60-48)36-58-40(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37-38,41-48,51-56H,3-16,21-36H2,1-2H3/b19-17-,20-18-/t37-,38-,41-,42-,43+,44+,45-,46-,47-,48-/m1/s1
InChi Key
JLSWTOPCMOMKMU-OAXDKBOXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $76

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    5 mg

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    10 mg

    $570

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    Cayman Chemical
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    Product Description

    6,6′-Trehalose dioleate (6,6′-TDO) is a glycolipid that has been used in the generation of lipid nanoparticles (LNPs) for the delivery of mRNA in vitro and in vivo.1 LNPs containing 6,6′-TDO and encapsulating mRNA encoding influenza A hemagglutinin A (HA) increase Ifn-γ, Il-2, and Tnf-α secretion by isolated mouse splenocytes. LNPs containing 6,6′-TDO accumulate in the liver and spleen after intramuscular administration in mice. Unlike LNP formulations that do not contain 6,6′-TDO, LNPs containing 6,6′-TDO do not decrease serum levels of blood urea nitrogen (BUN) or increase serum levels of lactate dehydrogenase (LDH), troponin I, alanine transaminase (ALT), and aspartate aminotransferase (AST) in mice. LNPs containing 6,6′-TDO and encapsulating mRNA encoding influenza A HA increase serum IgG1 and IgG2a titers in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bae, S.-H., Yoo, S., Lee, J., et al. A lipid nanoparticle platform incorporating trehalose glycolipid for exceptional mRNA vaccine safety. Bioact. Mater. 38, 486-498 (2024).