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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:
616-30-8
Molecular Weight:
91.11
Beilstein:
1719121
EC Number:
210-475-8
MDL number:
MFCD00008140
PubChem Substance ID:
24891256
NACRES:
NA.22

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Reactive and bioactive cationic ?-helical polypeptide template for nonviral gene delivery.
Gabrielson NP, et al.
Angewandte Chemie (International Edition in English), 51(5), 1143-1147 (2012)
J W Morzycki et al.
Acta poloniae pharmaceutica, 58(4), 249-256 (2001-11-06)
Three new derivatives of 3-amino-1,2-propanediol have been synthesized. Full assignments of signals in their 1H- and 13C-NMR spectra are given. The influence of these compounds on the cardiovascular system in the anaesthetized rat was examined. In contrast to CGP 12177
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)
Mei Xue et al.
Biosensors & bioelectronics, 36(1), 168-173 (2012-05-09)
A new nanoprobe was designed for the fluorescence imaging of fluoride anion (F(-)) in living cells with high sensitivity and selectivity. The design is based on the fluorescence resonance energy transfer (FRET) between CdTe quantum dots (CdTe QDs) and gold
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
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