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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215701Generated: October 29, 2026

6-Aminohexanoic Acid → Hexamethylenediamine

https://huagongshe.com/reaction/215701

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Aminohexanoic AcidHCID 564—
ReactantHCID 4630563HCID 4630563—
Reactant2338-03-6HCID 5287708—
ReactantHCID 20287221HCID 20287221—
SolventL-LysineHCID 5962—
ProductHexamethylenediamineHCID 16402—
ProductHCID 19066317HCID 19066317—
ProductHCID 20287221HCID 20287221—

Reaction Steps

The first engineered pathway as shown in FIGS. 2 and 3 includes first decarboxylation of 2-ketopimelate to amino caproic acid as described above in the amino caproic engineered pathway (enzymatic steps I followed by enzymatic step 4 or enzymatic step II followed by enzymatic step 8). In some embodiments, an aldehyde dehydrogenase enzyme is expressed and catalyzes the conversion of the amino caproic acid to a 6-aminohexanal intermediate (enzymatic step 5) and a 1-amintransferase enzyme is expressed and catalyzes the conversion of the 6-aminohexanal to HMD (enzymatic step 6). Alternatively, the engineered pathway comprises a phosphorylation step (using a kinase) before the dehydrogenation and the amino transfer enzymatic reactions described above. One should appreciate that the phosphorylation step and the dehydrogenation steps are analogous to the phosphorylation step (catalyzed by an aspartokinase EC 2.7.2.4) and the dehydrogenation step (catalyzed by EC 1.2.1.11 enzyme) involved in the synthesis of aspartate semialdehyde in the Lysine pathway. According to the second engineered pathway, the conversion of 2-aminopimelate produced from α-ketopimelate (enzymatic step II, FIG. 3) to hexamethylenediamine consists of enzymatic steps 9, 10 or 11, and 12 which combine enzymes or homologous enzymes characterized in the Lysine biosynthetic IV pathway. The pathway includes the following substrate to product conversions:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08192976B2
Source datasetuspto-grants-2012_06
ORD IDord-9439cd7ec75a40b79a365c7a9e76f9ac
Source noteuspto-grants-2012_06