A short-chain acylcarnitine
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Tigloyl-L-carnitine (chloride)

Item No. 30994

Technical Information
Formal Name
3-carboxy-N,N,N-trimethyl-2-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]-1-Propanaminium, inner salt, monochloride
Synonyms
  • CAR 5:1
  • C5:1 Carnitine
  • L-Carnitine tigloyl ester
  • L-Carnitine tiglyl ester
  • L-Tigloylcarnitine
  • L-Tiglylcarnitine
Molecular Formula
C12H22NO4 • Cl
Formula Weight
Purity
≥95%
A solid
Acetonitrile: SolubleDMSO: SolubleMethanol: Soluble
SMILES
OC(C[C@H](C[N+](C)(C)C)OC(/C(C)=C/C)=O)=O.[Cl-]
InChi Code
InChI=1S/C12H21NO4.ClH/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5;/h6,10H,7-8H2,1-5H3;1H/b9-6+;/t10-;/m1./s1
InChi Key
PNDHRANMFFUOLD-SMQYOCSUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tigloyl-L-carnitine is a short-chain acylcarnitine composed of tiglic acid and L-carnitine (Item No. 21489). Plasma levels of tigloyl-L-carnitine are increased in several melanoma mouse xenograft models compared with non-tumor bearing mice.1 Tigloyl-L-carnitine levels are increased in dried blood spots from neonates with mitochondrial acetyl-CoA acetyltransferase (T2) deficiency, an inborn error of isoleucine metabolism characterized by ketoacidosis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Weber, D.D., Thapa, M., Aminzadeh-Gohari, S., et alTargeted metabolomics identifies plasma biomarkers in mice with metabolically heterogeneous melanoma xenografts. Cancers (Basel) 13(3), 434 (2021).

    2. Fukao, T., Zhang, G.X., Sakura, N., et alThe mitochondrial acetoacetyl-CoA thiolase (T2) deficiency in Japanese patients: Urinary organic acid and blood acylcarnitine profiles under stable conditions have subtle abnormalities in T2-deficient patients with some residual T2 activity. J. Inherit. Metab. Dis. 26(5), 423-431 (2003).