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cis-6-Hexadecenoic Acid-d19 (Synonyms: C16:1(6Z)-d19, C16:1Δ6-d19, C16:1ω10c-d19, Sapienic Acid-d19)

Katalog-Nr.GC45410

 

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cis-6-Hexadecenoic Acid-d19 Chemische Struktur

Cas No.: 2692623-89-3

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Sample solution is provided at 25 µL, 10mM.

Description of cis-6-Hexadecenoic Acid-d19

cis-6-Hexadecenoic acid-d19 is intended for use as an internal standard for the quantification of cis-6-hexadecenoic acid by GC- or LC-MS. cis-6-Hexadecenoic acid is a monounsaturated fatty acid and is one of the primary fatty acids in human skin.1 cis-6-Hexadecenoic acid levels are increased in isolated sebum from the face and back of patients with acne.2 In contrast, levels are decreased in the non-lesional skin and isolated sebum of atopic dermatitis patients, which correlates with an increase in S. aureus in the sebum.1 It is active against S. aureus in vitro when used at a concentration of 5 μg/ml at pH 5.5.3 cis-6-Hexadecenoic acid disrupts membrane integrity, the proton motive force, increases membrane fluidity, and inhibits the electron transport chain in S. aureus.

References
1. Takigawa, H., Nakagawa, H., Kuzukawa, M., et al. Deficient production of hexadecenoic acid in the skin is associated in part with the vulnerability of atopic dermatitis patients to colonization by Staphylococcus aureus. Dermatology 211(3), 240-248 (2005).
2. Li, W.-H., Zhang, Q., Flach, C.R., et al. In vitro modeling of unsaturated free fatty acid-mediated tissue impairments seen in acne lesions. Arch. Dermatol. Res. 309(7), 529-540 (2017).
3. Cartron, M.L., England, S.R., Chiriac, A.I., et al. Bactericidal activity of the human skin fatty acid cis-6-hexadecanoic acid on Staphylococcus aureus. Antimicrob. Agents Chemother. 58(7), 3599-3609 (2014).

Chemical Properties of cis-6-Hexadecenoic Acid-d19

Cas No. 2692623-89-3 SDF
Überlieferungen C16:1(6Z)-d19, C16:1Δ6-d19, C16:1ω10c-d19, Sapienic Acid-d19
Canonical SMILES [2H]C(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])/C=C\CCCCC(O)=O
Formula C16H11D19O2 M.Wt 273.5
Löslichkeit Ethanol: soluble Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of cis-6-Hexadecenoic Acid-d19

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1 mg 5 mg 10 mg
1 mM 3.6563 mL 18.2815 mL 36.5631 mL
5 mM 731.3 μL 3.6563 mL 7.3126 mL
10 mM 365.6 μL 1.8282 mL 3.6563 mL
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