An internal standard for the quantification of L-proline
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Unlabeled Version(s)
30772L-Proline
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L-Proline-d3

Item No. 34846

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-proline-2,5,5-d3
CAS Number
65807-22-9
Synonyms
  • L-(–)-Proline-d3
  • (S)-(–)-Proline-d3
Molecular Formula
C5H6D3NO2
Formula Weight
118.2
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: slightly solubleMethanol: Slightly soluble: 0.1-1 mg/mlWater: slightly solubleWater: Slightly soluble: 0.1-1 mg/ml
SMILES
OC([C@@]1([2H])NC([2H])([2H])CC1)=O
InChi Code
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1/i3D2,4D
InChi Key
ONIBWKKTOPOVIA-KIZNEYSQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $98

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    10 mg

    $176

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    50 mg

    $578

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    Product Description

    L-Proline-d3 is intended for use as an internal standard for the quantification of L-proline (Item No. 30772) by GC- or LC-MS. L-Proline is a nonessential amino acid.1 It contains a pyrrolidine ring, which contains the α-amino nitrogen, and is highly rigid, properties that affect protein conformation and folding and can cause kinks and turns in protein secondary structure.1,2 It is a substrate for the proton-coupled amino acid transporter 1 (PAT1) and an inhibitor of acetylcholinesterase (AChE; Ki = 86 µM).3,4 L-Proline accumulates in plants under environmental stress and is important for environmental stress tolerance through its involvement in protein synthesis, redox balance maintenance, osmoprotection, and signaling.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lodish, H., Berk, A., Zipursky, L., et al. Hierarchical structure of proteins. Molecular cell biology (2000).

    2. MacArthur, M.W., and Thornton, J.M. Influence of proline residues on protein conformation. J. Mol. Biol. 218(2), 397-412 (1991).

    3. Thondorf, I., Voigt, V., Schäfer, S., et al. Three-dimensional quantitative structure–activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1). Bioorg. Med. Chem. 19(21), 6409-6418 (2011).

    4. Végner, L., Peragovics, Á., Tombor, L., et al. Experimental confirmation of new drug-target interactions predicted by drug profile matching. J. Med. Chem. 56(21), 8377-8388 (2013).

    5. Szabados, L., and Savouré, A. Proline: A multifunctional amino acid. Trends Plant Sci. 15(2), 89-97 (2010).