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32602-70-3

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32602-70-3 Usage

Description

(+/-)-3-HYDROXYPENTADECANOIC ACID, also known as rac-3-Hydroxypentadecanoic acid, is a unique fatty acid with a hydroxyl group at the third carbon position. It is a naturally occurring compound that can be found in various biological sources, including certain Bacillus species and periodontally diseased human teeth. (+/-)-3-HYDROXYPENTADECANOIC ACID exhibits specific chemical properties that make it suitable for various applications across different industries.

Uses

Used in the Production of Biosurfactants:
(+/-)-3-HYDROXYPENTADECANOIC ACID is used as a key component in the production of biosurfactants for the biotechnology industry. These biosurfactants are produced by various Bacillus species and are known for their ability to reduce surface tension in liquids, making them useful in processes such as emulsification, foaming, and stabilization.
Used in Dental and Oral Health Applications:
In the dental industry, (+/-)-3-HYDROXYPENTADECANOIC ACID is used as an active ingredient in products designed to combat periodontal disease. As one of the prominent fatty acids found in periodontally diseased human teeth, it plays a crucial role in understanding the underlying mechanisms of the disease and developing targeted treatments to improve oral health.
Used in Pharmaceutical Research:
(+/-)-3-HYDROXYPENTADECANOIC ACID also holds potential in the pharmaceutical industry, where it can be studied for its possible therapeutic effects and applications. Its unique chemical structure and presence in certain biological sources make it an interesting candidate for further research and development of new drugs or drug delivery systems.
Used in Environmental Applications:
Due to its surfactant properties, (+/-)-3-HYDROXYPENTADECANOIC ACID can be utilized in environmental applications, such as bioremediation and soil conditioning. Its ability to reduce surface tension can enhance the mobility of contaminants, making them more accessible for biodegradation and removal from the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 32602-70-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,6,0 and 2 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 32602-70:
(7*3)+(6*2)+(5*6)+(4*0)+(3*2)+(2*7)+(1*0)=83
83 % 10 = 3
So 32602-70-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18/h14,16H,2-13H2,1H3,(H,17,18)

32602-70-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Hydroxypentadecanoic acid

1.2 Other means of identification

Product number -
Other names 3-Hydroxypentadecansaeure

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32602-70-3 SDS

32602-70-3Synthetic route

methyl 3-oxopentadecanoate
54889-72-4

methyl 3-oxopentadecanoate

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

Conditions
ConditionsYield
With methanol; nickel at 100℃; under 73550.8 Torr; Hydrogenation.und Erwaermen des Reaktionsprodukts mit aethanol.Kalilauge;
3-hydroxy-pentadecanoic acid ethyl ester
52315-82-9

3-hydroxy-pentadecanoic acid ethyl ester

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

Conditions
ConditionsYield
With potassium hydroxide
1-dodecene
112-41-4

1-dodecene

carbon dioxide
124-38-9

carbon dioxide

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

Conditions
ConditionsYield
Yield given. Multistep reaction;
n-tridecanoyl chloride
17746-06-4

n-tridecanoyl chloride

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: benzene / Erwaermen des nach dem Ansaeuern erhaltenen Reaktionsprodukts mit Essigsaeure und wenig Schwefelsaeure
2: water containing diethyl ether; amalgamated aluminium
3: aq.-ethanolic KOH-solution
View Scheme
ethyl 3-oxopentadecanoate
112548-16-0

ethyl 3-oxopentadecanoate

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water containing diethyl ether; amalgamated aluminium
2: aq.-ethanolic KOH-solution
View Scheme
lipopolysaccharide from Sinorhizobium fredii HH103, rkpA

lipopolysaccharide from Sinorhizobium fredii HH103, rkpA

A

3-hydroxytetradecanoic acid
1961-72-4

3-hydroxytetradecanoic acid

B

3-hydroxydodecanoic acid
1883-13-2

3-hydroxydodecanoic acid

C

3-hydroxytridecanoic acid
32602-69-0

3-hydroxytridecanoic acid

D

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

F

3-hydroxy-heptadecanoic acid
40165-89-7

3-hydroxy-heptadecanoic acid

G

3-hydroxyoctadecanoic acid
17773-30-7

3-hydroxyoctadecanoic acid

H

3-hydroxy-nonadecanoic acid
40165-90-0

3-hydroxy-nonadecanoic acid

I

27-hydroxy-octacosanoic acid

27-hydroxy-octacosanoic acid

J

29-hydroxytriacontanoic acid

29-hydroxytriacontanoic acid

Conditions
ConditionsYield
Stage #1: lipopolysaccharide from Sinorhizobium fredii HH103, rkpA With hydrogenchloride; water at 100℃; for 4h;
Stage #2: With water; sodium hydroxide at 100℃; for 0.5h;
lipopolysaccharide from Sinorhizobium fredii HH103, rkpM

lipopolysaccharide from Sinorhizobium fredii HH103, rkpM

A

3-hydroxytetradecanoic acid
1961-72-4

3-hydroxytetradecanoic acid

B

3-hydroxydodecanoic acid
1883-13-2

3-hydroxydodecanoic acid

C

3-hydroxytridecanoic acid
32602-69-0

3-hydroxytridecanoic acid

D

3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

F

3-hydroxy-heptadecanoic acid
40165-89-7

3-hydroxy-heptadecanoic acid

G

3-hydroxyoctadecanoic acid
17773-30-7

3-hydroxyoctadecanoic acid

H

3-hydroxy-nonadecanoic acid
40165-90-0

3-hydroxy-nonadecanoic acid

I

27-hydroxy-octacosanoic acid

27-hydroxy-octacosanoic acid

J

29-hydroxytriacontanoic acid

29-hydroxytriacontanoic acid

Conditions
ConditionsYield
Stage #1: lipopolysaccharide from Sinorhizobium fredii HH103, rkpM With hydrogenchloride; water at 100℃; for 4h;
Stage #2: With water; sodium hydroxide at 100℃; for 0.5h;
3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

(R)-3-hydroxypentadecanoic acid
61365-61-5

(R)-3-hydroxypentadecanoic acid

Conditions
ConditionsYield
3-hydroxypentadecanoic acid
32602-70-3

3-hydroxypentadecanoic acid

(S)-(+)-3-Hydroxytetradecancarbonsaeure
61365-60-4

(S)-(+)-3-Hydroxytetradecancarbonsaeure

Conditions
ConditionsYield

32602-70-3Downstream Products

32602-70-3Relevant articles and documents

Structure of the unusual Sinorhizobium fredii HH103 lipopolysaccharide and its role in symbiosis

Di Lorenzo, Flaviana,Speciale, Immacolata,Silipo, Alba,Alías-Villegas, Cynthia,Acosta-Jurado, Sebastián,Rodríguez-Carvajal, Miguel-ángel,Dardanelli, Marta S.,Palmigiano, Angelo,Garozzo, Domenico,Ruiz-Sainz, José-Enrique,Molinaro, Antonio,Vinardell, José-María

, p. 10969 - 10987 (2021/01/07)

Rhizobia are soil bacteria that form important symbiotic associations with legumes, and rhizobial surface polysaccharides, such as K-antigen polysaccharide (KPS) and lipopolysaccharide (LPS), might be important for symbiosis. Previously, we obtained a mutant of Sinorhizobium fredii HH103, rkpA, that does not produce KPS, a homopolysaccharide of a pseudaminic acid derivative, but whose LPS electrophoretic profile was indistinguishable from that of the WT strain. We also previously demonstrated that the HH103 rkpLMNOPQ operon is responsible for 5-acetamido-3,5,7,9-tetradeoxy-7-(3-hydroxybutyramido)-L-glyc-ero-L-manno-nonulosonic acid [Pse5NAc7(3OHBu)] production and is involved in HH103 KPS and LPS biosynthesis and that an HH103 rkpM mutant cannot produce KPS and displays an altered LPS structure. Here, we analyzed the LPS structure of HH103 rkpA, focusing on the carbohydrate portion, and found that it contains a highly heterogeneous lipid A and a peculiar core oligosaccharide composed of an unusually high number of hexuronic acids containing b-configured Pse5NAc7(3OHBu). This pseudaminic acid derivative, in its a-configuration, was the only structural component of the S. fredii HH103 KPS and, to the best of our knowledge, has never been reported from any other rhizobial LPS. We also show that Pse5NAc7(3OHBu) is the complete or partial epitope for a mAb, NB6-228.22, that can recognize the HH103 LPS, but not those of most of the S. fredii strains tested here. We also show that the LPS from HH103 rkpM is identical to that of HH103 rkpA but devoid of any Pse5NAc7(3OHBu) residues. Notably, this rkpM mutant was severely impaired in symbiosis with its host, Macroptilium atropurpureum.

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