4-Amino-1-butanol
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4-Amino-1-butanol

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A reagent used in the synthesis of NSAIDs and cyclic amines. It is also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.

Category
Amino Alcohol
Catalog number
BAT-000662
CAS number
13325-10-5
Molecular Formula
C4H11NO
Molecular Weight
89.14
4-Amino-1-butanol
Size Price Stock Quantity
500 g $838 In stock
IUPAC Name
4-aminobutan-1-ol
Synonyms
H-Abu(4)-ol; NH2-(CH2)4-OH; δ-Amino-n-butyl alcohol; 4-aminobutan-1-ol; 4-Aminobutanol
Appearance
Colourless to pale yellow oil
Purity
97 %
Density
0.967 g/cm3
Melting Point
16-18 ℃ (lit.)
Boiling Point
206 ℃
Storage
Store at 2-8 ℃
InChI
InChI=1S/C4H11NO/c5-3-1-2-4-6/h6H,1-5H2
InChI Key
BLFRQYKZFKYQLO-UHFFFAOYSA-N
Canonical SMILES
C(CCO)CN
1.Microbial production of 4-amino-1-butanol, a four-carbon amino alcohol
Biotechnol Bioeng. 2020 Sep;117(9):2771-2780. doi: 10.1002/bit.27438.
4-Amino-1-butanol (4AB) serves as an important intermediate compound for drugs and a precursor of biodegradable polymers used for gene delivery. Here, we report for the first time the fermentative production of 4AB from glucose by metabolically engineered Corynebacterium glutamicum harboring a newly designed pathway comprising a putrescine (PUT) aminotransferase (encoded by ygjG) and an aldehyde dehydrogenase (encoded by yqhD) from Escherichia coli, which convert PUT to 4AB. Application of several metabolic engineering strategies such as fine-tuning the expression levels of ygjG and yqhD, eliminating competing pathways, and optimizing culture condition further improved 4AB production. Fed-batch culture of the final metabolically engineered C. glutamicum strain produced 24.7 g/L of 4AB. The strategies reported here should be useful for the microbial production of primary amino alcohols from renewable resources.
2.(3-aminopropyl)-4-methylpiperazine end-capped poly(1,4-butanediol diacrylate-co-4-amino-1-butanol)-based multilayer films for gene delivery
ACS Appl Mater Interfaces. 2013 Jul 10;5(13):5947-53. doi: 10.1021/am402115v.
Biodegradable polyelectrolyte surfaces for gene delivery were created through electrospinning of biodegradable polycations combined with iterative solution-based multilayer coating. Poly(β-amino ester) (PBAE) poly(1,4-butanediol diacrylate-co-4-amino-1-butanol) end-capped with 1-(3-aminopropyl)-4-methylpiperazine was utilized because of its ability to electrostatically interact with anionic molecules like DNA, its biodegradability, and its low cytotoxicity. A new DNA release system was developed for sustained release of DNA over 24 h, accompanied by high exogenous gene expression in primary human glioblastoma (GB) cells. Electrospinning a different PBAE, poly(1,4-butanediol diacrylate-co-4,4'-trimethylenedipiperidine), and its combination with polyelectrolyte 1-(3-aminopropyl)-4-methylpiperazine end-capped poly(1,4-butanediol diacrylate-co-4-amino-1-butanol)-based multilayers are promising for DNA release and intracellular delivery from a surface.
3.Recent progress in production of amino acid-derived chemicals using Corynebacterium glutamicum
World J Microbiol Biotechnol. 2021 Feb 11;37(3):49. doi: 10.1007/s11274-021-03007-4.
Green chemical production by microbial processes is critical for the development of a sustainable society in the twenty-first century. Among the important industrial microorganisms, the gram-positive bacterium Corynebacterium glutamicum has been utilized for amino acid fermentation, which is one of the largest microbial-based industries. To date, several amino acids, including L-glutamic acid, L-lysine, and L-threonine, have been produced by C. glutamicum. The capability to produce substantial amounts of amino acids has gained immense attention because the amino acids can be used as a precursor to produce other high-value-added chemicals. Recent developments in metabolic engineering and synthetic biology technologies have enabled the extension of metabolic pathways from amino acids. The present review provides an overview of the recent progress in the microbial production of amino acid-derived bio-based monomers such as 1,4-diaminobutane, 1,5-diaminopentane, glutaric acid, 5-aminolevulinic acid, L-pipecolic acid, 4-amino-1-butanol, and 5-aminolevulinic acid, as well as building blocks for healthcare products and pharmaceuticals such as ectoine, L-theanine, and gamma-aminobutyric acid by metabolically engineered C. glutamicum.
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