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A76001

Sigma-Aldrich

(±)-3-Amino-1,2-propanediol

97%

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Synonym(s):
(±)-3-Amino-1,2-dihydroxypropane, 1-Aminoglycerol, 2,3-Dihydroxypropan-1-amine, 3-Amino-2-hydroxypropanol
Linear Formula:
NH2CH2CH(OH)CH2OH
CAS Number:
Molecular Weight:
91.11
Beilstein:
1719121
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.492 (lit.)

bp

264-265 °C/739 mmHg (lit.)

density

1.175 g/mL at 25 °C (lit.)

SMILES string

NCC(O)CO

InChI

1S/C3H9NO2/c4-1-3(6)2-5/h3,5-6H,1-2,4H2

InChI key

KQIGMPWTAHJUMN-UHFFFAOYSA-N

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Application

(±)-3-Amino-1,2-propanediol is used as a reactant in the synthesis of lipid-like delivery molecules(lipidoids) for RNA interference (RNAi) therapeutics. It is also used in the synthesis of the bioactive template to prepare cationic α-helical polypeptides and various cationic polymers for gene delivery.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Semi-automated synthesis and screening of a large library of degradable cationic polymers for gene delivery.
Anderson DG, et al.
Angewandte Chemie (International Edition in English), 115(27), 3261-3266 (2003)
R Dijkman et al.
Biochimica et biophysica acta, 1043(1), 67-74 (1990-03-12)
This paper describes the synthesis of a number of phosphatidylcholines and phosphatidylglycols, in which one fatty acyl ester group is replaced by an acylamino function. The phospholipids, both of the alpha- and beta-type, are prepared in racemic and enantiomeric pure
Takaya Koseki et al.
Chemical senses, 29(8), 703-711 (2004-10-07)
Glycerol, a linear triol, is a sweet tastant for mammals but it has not previously been recognized to stimulate the sense of taste in insects. Here we show by electrophysiological experimentation that it effectively stimulates the labellar sugar receptor cell
B W Day et al.
Chemical research in toxicology, 4(3), 359-363 (1991-05-01)
Human hemoglobin was alkylated with (+/-)-7 beta,8 alpha-dihydroxy-9 alpha,10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE) and then treated with aqueous (+/-)-3-amino-1,2-propanediol to convert alkylated carboxyl side chains to N-(2,3-dihydroxypropyl) amides. Tryptic peptides produced from the modified protein were subjected to affinity chromatography on phenylboronic
Yan Du et al.
Macromolecular bioscience, 20(2), e1900303-e1900303 (2019-12-24)
Self-healing hydrogels as wound dressings still face challenges in infection prevention, especially in the dressing of mass wounds, due to their inflexibility and the slow formation of the protective film on the wound. Therefore, designing a spray-filming (rapid-forming) hydrogel that

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