16-Hydroxyhexadecansure

Bezeichnung:16-Hydroxyhexadecansure

CAS-Nr506-13-8

Englisch Name:16-HYDROXYHEXADECANOIC ACID

CBNumberCB1488018

SummenformelC16H32O3

Molgewicht272.42

MOL-Datei506-13-8.mol

Synonyma

16-Hydroxyhexadecansure

16-Hydroxyhexadecansure physikalisch-chemischer Eigenschaften

Schmelzpunkt	94-98 °C(lit.)
Siedepunkt	414.4±18.0 °C(Predicted)
Dichte	0.956±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH 7.2) (1:2): 0.33 mg/ml; Ethanol: 2.5 mg/ml
Aggregatzustand	Crystalline Powder
pka	4.78±0.10(Predicted)
Farbe	White
BRN	1783998
InChI	InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
InChIKey	UGAGPNKCDRTDHP-UHFFFAOYSA-N
SMILES	C(O)(=O)CCCCCCCCCCCCCCCO
LogP	4.904 (est)
CAS Datenbank	506-13-8(CAS DataBase Reference)
EPA chemische Informationen	16-Hydroxypalmitic acid (506-13-8)

Sicherheit

R-Sätze:	36/37/38
S-Sätze:	22-24/25
WGK Germany	3
TSCA	Yes
HS Code	29181998

16-HYDROXYHEXADECANOIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
16-hydroxy Hexadecanoic acid is a metabolite of the saturated fatty acid palmitic acid (16:0) that has been hydroxylated on its terminal (ω) carbon. It is produced by ω-hydroxylation of palmitic acid by cytochrome P450 in both plants and animals. In plants, it is commonly a component of cutin.
Chemische Eigenschaften
white crystalline solid
Verwenden
16-Hydroxyhexadecanoic acid was used in the synthesis of dihydroxypalmitic acids. It was also used to induce the expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23.
Definition
ChEBI: 16-hydroxyhexadecanoic acid is an omega-hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle. It has a role as a plant metabolite. It is an omega-hydroxy-long-chain fatty acid and a hydroxypalmitic acid. It is a conjugate acid of a 16-hydroxyhexadecanoate.
Application
16-Hydroxyhexadecanoic acid can be used to:
(1) Oxidative reactions: Cell lysates and intact cells of Escherichia coli JM101 recombinant, which synthesises the cyp102 gene for cytochrome P450BM-3 monooxygenase, biotransform 16-hydroxyhexa-decanoic acid into 1, 16-hexadecanedioic acid. a small amount of intermediate product accumulation accompanies the oxidation of 16-hydroxyhexadecanoic acid. hydroxyhexadecanoic acid oxidation is accompanied by the accumulation of a small amount of intermediate products. The by-products also include 13.16-dihydroxyhexadecanoic acid and 12,16-dihydroxyhexadecanoic acid^[1].
(2) 16-hydroxyhexadecanoic acid ethyl ester was synthesised from 16-hexadecanolactone by an intramolecular ester exchange reaction with PEG-lipase^[2].
(3) Lactonisation reaction: It has been demonstrated that Mucor javanicus L46 and Mucor miehei catalyse the lactonisation reaction of 15-hydroxypentadecanoic and 16- hydroxyhexadecanoic acids to appropriate macrocyclic mono- and oligolactones^[3].
Einzelnachweise
[1] S. SCHNEIDER. Production Of Alkanedioic Acids By Cytochrome P450Bm-3 Monooxygenase: Oxidation Of 16-Hydroxyhexadecanoic Acid To Hexadecane-1, 16-Dioic Acid[J]. Biocatalysis and Biotransformation, 1999. DOI:10.3109/10242429909040113.
[2] YOH KODERA . Lactone synthesis from 16-hydroxyhexadecanoic acid ethyl ester in organic solvents catalyzed with polyethylene glycol-modified lipase[J]. Journal of biotechnology, 1993. DOI:10.1016/0168-1656(93)90162-G.
[3] U. ANTCZAK . Enzymatic lactonization of 15-hydroxypentadecanoic and 16-hydroxyhexadecanoic acids to macrocyclic lactones[J]. Enzyme and Microbial Technology, 1991. DOI:10.1016/0141-0229(91)90095-R.

16-HYDROXYHEXADECANOIC ACID Upstream-Materialien And Downstream Produkte

16-Hydroxyhexadecansure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

506-13-8, 16-HYDROXYHEXADECANOIC ACID Verwandte Suche:

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