1,3-Diamino-2-propanol

Description

1,3-Diamino-2-propanol (DAP), also known as 2-hydroxy-1,3-diaminopropane, is a white to yellowish low melting solid. Keep in a cool, well-ventilated place. Avoid prolonged storage periods. Store under inert gas, in a tightly sealed container and at ambient temperatures. 1,3-Diamino-2-propanol is incompatible with acids and strong oxidizing agents and should not be stored or handled in their vicinity.

Chemical properties

white to yellowish low melting solid

The Uses of 1,3-Diamino-2-propanol

• 1,3-Diamino-2-propanol is a versatile bidentate diamine ligand which is used in the synthesis of a variety of organometallic compounds.
• It is a precursor to synthesize the fluorogenic dsDNA binder, N¹,N³-bis(4-amidinophenyl)propane-1,3-diamine (BAPPA).
• It can also be used as a branching unit in the synthesis of peptide dendrimers.

What are the applications of Application

1,3-Diamino-2-propanol is a useful biochemical for proteomics research

Preparation

1,3-Diamino-2-propanol is synthesized by reacting Epichlorohydrin with ammonia in alkaline environment by adding sodium hydroxide. Afterwards, the product undergoes a series of purification steps.

What are the applications of Application

1,3-diamino-2-propanol (DAPL), a close analog of 1,3-diaminopropane, is an indirect inhibitor of ornithine decarboxylase (ODC). It is administered orally and inhibits ODC activity in the livers of partially hepatectomized rats[1]. It contains amine and hydroxyl groups. Therefore, it can be crosslinked with the carboxyl group via covalent and hydrogen bonds and has been investigated as a diamine monomer in the aqueous phase to fabricate the high-performance RO membrane[2].

Hazard

1,3-Diamino-2-propanoli is a hazardous chemical.
H302 (66.17%): Harmful if swallowed [Warning Acute toxicity, oral]. H314 (66.92%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]. H315 (33.08%): Causes skin irritation [Warning Skin corrosion/irritation]. H317 (66.17%): May cause an allergic skin reaction [Warning Sensitization, Skin]. H318 (66.17%): Causes serious eye damage [Danger Serious eye damage/eye irritation]. H319 (33.08%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]. H335 (34.59%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation.

Purification Methods

Dissolve it in an equal amount of water, shake it with charcoal and distil it at 68o/0.1mm. The distillate solidifies. It is too viscous to be distilled through a packed column. [Beilstein 4 IV 1694.]

References

[1] Raunio H, et al. The inhibition of induction of microsomal monooxygenase activity by 1,3-diamino-2-propanol, an inhibitor of ornithine decarboxylase. Biochemical and Biophysical Research Communications, 1979; 9: 285–290.
[2] Su T, et al. A novel polyamide thin-film nanocomposite reverse osmosis membrane constructed by a 3D multi-layer graphene oxide assembled with 1,3-diamino-2-propanol. Journal of Membrane Science, 2023; 681: 121773.