An internal standard for the quantification of (4-carboxybutyl)triphenylphosphonium
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(4-Carboxybutyl-d4)triphenylphosphonium (bromide)

Item No. 31254

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4-carboxybutyl-2,2,3,3-d4)triphenyl-phosphonium, monobromide
CAS Number
42932-63-8
Synonyms
  • TPP-d4
  • 5-Triphenylphosphoniovaleric Acid-d4
Molecular Formula
C23H20D4O2P • Br
Formula Weight
447.3
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
[2H]C(C([2H])([2H])CC(O)=O)([2H])C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
InChi Code
InChI=1S/C23H23O2P.BrH/c24-23(25)18-10-11-19-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H/i10D2,11D2;
InChi Key
MLOSJPZSZWUDSK-DEHBLRELSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    (4-Carboxybutyl-d4)triphenylphosphonium (bromide) is intended for use as an internal standard for the quantification of (4-carboxybutyl)triphenylphosphonium by GC- or LC-MS. (4-Carboxybutyl)triphenylphosphonium is a Wittig reagent.1 It has been used in the synthesis of prostaglandin F2α (PGF2α; Item No. 16010) and the monounsaturated fatty acid 7-methyl-6-octadecenoic acid.1,2 (4-Carboxybutyl)triphenylphosphonium has also been used to enhance mitochondrial localization of albumin nanoparticles loaded with the anticancer agent docetaxel (Item No. 11637).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stork, G., Sher, P.M., and Chen, H.-L. Radical cyclization-trapping in the synthesis of natural products. A simple, stereocontrolled route to prostaglandin F2α. J. Am. Chem. Soc. 108(20), 6384-6385 (1986).

    2. Carballeira, N.M. Recent developments in the total synthesis of bioactive marine fatty acids. Studies in Natural Products Chemistry 63-94 (2002).

    3. Battogtokh, G., Gotov, O., Kang, J.H., et al. Triphenylphosphine-docetaxel conjugate-incorporated albumin nanoparticles for cancer treatment. Nanomedicine (Lond.) 13(3), 325-338 (2018).