7-ACA

7-ACA (7-aminocephalosporanic acid) is the core chemical structure for the synthesis of cephalosporin antibiotics and intermediates. It can be obtained by chemoenzymatic hydrolysis of cephalosporin C.[2][3]

7-Aminocephalosporanic acid
Names
Systematic IUPAC name
3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Other names
7-Aminocephalosporinic acid
Identifiers
3D model (JSmol)
3DMet
Abbreviations 7-ACA
622637, 8919572
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.259
EC Number
  • 213-485-0
KEGG
MeSH 7-Aminocephalosporanic+acid
Properties
C10H12N2O5S
Molar mass 272.27 g·mol−1
Melting point 300 °C (572 °F; 573 K)[1]
log P -1.87
Acidity (pKa) 2.59
Basicity (pKb) 11.41
Hazards
GHS pictograms
GHS Signal word Danger
H317, H334
P261, P280, P342+311
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

See also

References

  1. Tan, Qiang; Zhang, Yewang; Song, Qingxun; Wei, Dongzhi (2010). "Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid in the absence of hydrogen peroxide". World Journal of Microbiology & Biotechnology. 26 (1): 145–152. doi:10.1007/s11274-009-0153-9.
  2. Tan, Qiang; Song, Qingxun; Wei, Dongzhi (2006). "Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid using cell-bound and support-bound enzymes". Enzyme and Microbial Technology. 39 (5): 1166–1172. doi:10.1016/j.enzmictec.2006.02.028.
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