Hi fellow wasps!
I found out about something very interesting, the use of red cheese mould "brevibacterium linens" in biotechnology, which is one of two bacteria species that live on limburger cheese.
This interesting bacteria is able to do a transamination on ketones, that means it just swaps an amino group between two different molecules usually an amino acid and a keto acid, like alanine is made from pyruvate in species that do this.
Which means it can also put an aminogroup on some ketone like phenylacetone and even more interesting the product will be enantiopure, enantiomeric excess (e.e.) over 99% of the much more favored (S)-isomer!
It would be just the liquid culture medium with some readily available nutrients added(most of the needed nutrients are in the cheese one can isolate the bacterium from...), phenylacetone and some amine/amino acid as amine donor, thats all.
Sadly theres no transmethylaminase in nature, so it works only for primary amines
The two bacteria on limburger cheese can easily be differentiated, by colour, smell, etc, so I have linked an easy to do guide for the isolation of said bacterium(very recommended for beginners so easy is it).
Of course one could also buy a culture at some DIY cheese-making supply without a problem.
But with a few petri dishes and a steam pressure cooker its very easy to do especially if someone has a bit experience in working with microorganisms(i.e. mushrooms), here it is described:
hxxp://www.disknet.com/indiana_biolab/b122.htm
That are my references, sorry I cant download the first but theres a full readable one on scribd ive linked:
As well as
I found out about something very interesting, the use of red cheese mould "brevibacterium linens" in biotechnology, which is one of two bacteria species that live on limburger cheese.
This interesting bacteria is able to do a transamination on ketones, that means it just swaps an amino group between two different molecules usually an amino acid and a keto acid, like alanine is made from pyruvate in species that do this.
Which means it can also put an aminogroup on some ketone like phenylacetone and even more interesting the product will be enantiopure, enantiomeric excess (e.e.) over 99% of the much more favored (S)-isomer!
It would be just the liquid culture medium with some readily available nutrients added(most of the needed nutrients are in the cheese one can isolate the bacterium from...), phenylacetone and some amine/amino acid as amine donor, thats all.
Quote from: Handbook of Biotransformations of Aromatic Compounds, B.L. Turner
Phenylacetone TransaminationDextroamphetamine in one shot from P2P, without any harmful waste, awesome!
p-Methoxy Phenylacetone is transaminated to (S)-(+)-p-methoxyamphetamine, optimum pH about 6.
The most effective amino donor is l-alanine. Activity was found in Brevibacterium, Chromobacterium, Flavobacterium, Mycobacterium, Pseudomonas, Sarcina.
B. linens enzyme also acts on 3,4-dimethoxyphenylacetone and on 4-(p-methoxyphenyl)-2-butanone, again to form (S)-amphetamine analogues.
Sadly theres no transmethylaminase in nature, so it works only for primary amines
The two bacteria on limburger cheese can easily be differentiated, by colour, smell, etc, so I have linked an easy to do guide for the isolation of said bacterium(very recommended for beginners so easy is it).
Of course one could also buy a culture at some DIY cheese-making supply without a problem.
But with a few petri dishes and a steam pressure cooker its very easy to do especially if someone has a bit experience in working with microorganisms(i.e. mushrooms), here it is described:
hxxp://www.disknet.com/indiana_biolab/b122.htm
That are my references, sorry I cant download the first but theres a full readable one on scribd ive linked:
Quote
Microbial synthesis of (R)- and (S)-3,4-dimethoxyamphetamines through stereoselective transaminationhxxp://www.scribd.com/doc/128430352/Microbial-Synthesis-of-R-And-S-3-4-Dimethoxyamphetamines-Through-Stereoselective-Transamination
Abstract
Two soil isolates, Arthrobacter sp. KNK168 and Pseudomonas sp. KNK425, aminated3,4-dimethoxyphenylacetone in presence of sec-butylamine as an amino donor to yield 3,4-dimethoxyamphetamine (DMA) with different enantioselectivities. The former gave (R)-DMA (99% e.e.) and the latter the (S)-isomer (99% e.e.).
As well as
Quote
Asymmetric amination of 4-methoxyphenylacetone and its related compounds with microorganismswhich describes the use of especially Brevibacterium linens.
ApplMicrobiolBiotechnol 2006 499.pdf