IT1265317B1 - Immobilisation of acylase β-lactam enzymes on resins of the polyacrylic ester type modified with aliphatic diamines - Google Patents
Immobilisation of acylase β-lactam enzymes on resins of the polyacrylic ester type modified with aliphatic diaminesInfo
- Publication number
- IT1265317B1 IT1265317B1 IT93MI002693A ITMI932693A IT1265317B1 IT 1265317 B1 IT1265317 B1 IT 1265317B1 IT 93MI002693 A IT93MI002693 A IT 93MI002693A IT MI932693 A ITMI932693 A IT MI932693A IT 1265317 B1 IT1265317 B1 IT 1265317B1
- Authority
- IT
- Italy
- Prior art keywords
- resin
- immobilised
- enzyme
- ester type
- polyacrylic ester
- Prior art date
Links
- 239000011347 resin Substances 0.000 title abstract 9
- 229920005989 resin Polymers 0.000 title abstract 9
- 102000004190 Enzymes Human genes 0.000 title abstract 4
- 108090000790 Enzymes Proteins 0.000 title abstract 4
- 150000003952 β-lactams Chemical class 0.000 title abstract 3
- -1 aliphatic diamines Chemical group 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 2
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 2
- 108700023418 Amidases Proteins 0.000 abstract 2
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 abstract 2
- 102000005922 amidase Human genes 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 150000003141 primary amines Chemical group 0.000 abstract 2
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 abstract 1
- 239000002262 Schiff base Substances 0.000 abstract 1
- 150000004753 Schiff bases Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 150000001299 aldehydes Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 238000007098 aminolysis reaction Methods 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 1
Landscapes
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
A β-lactam acylase enzyme covalently immobilised on a resin of the polyacrylic type containing from 35 to 650 μ M of free primary amine groups per gram of resin is prepared by a procedure which comprises: a) modifying a resin of the polyacrylic ester type having a porosity between 50 and 600 angstrom and a particle size of between 1 and 0.05 mm by the aminolysis of the ester groups with an aliphatic diamine having the formula: H2N-(CH2)n-NH2 where n has a value between 2 and 12, in order to obtain a resin having free primary amine functional groups, b) activating the resin as modified in stage a) with an aliphatic dialdehyde in order to obtain a resin having free aldehyde functional groups, c) mixing the resin as activated in stage b) with an aqueous solution of β-lactam acylase enzyme buffered to a pH between 7.0 and 8.5, and finally d) recovering the resin with the immobilised enzyme by filtration or settling. The immobilised enzyme can be stabilised by reducing the double bonds of the Schiff base type which form as a result of activation with the dialdehyde using a reducing agent selected from NaBH4 and NaCNBH3. The enzymes immobilised in this way show improved operational stability and are used in a process for the preparation of 6-amino penicillanic acid (6-APA) and 7- amino cefalosporanic acid (7-ACA).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT93MI002693A IT1265317B1 (en) | 1993-12-22 | 1993-12-22 | Immobilisation of acylase β-lactam enzymes on resins of the polyacrylic ester type modified with aliphatic diamines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT93MI002693A IT1265317B1 (en) | 1993-12-22 | 1993-12-22 | Immobilisation of acylase β-lactam enzymes on resins of the polyacrylic ester type modified with aliphatic diamines |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| ITMI932693A0 ITMI932693A0 (en) | 1993-12-22 |
| ITMI932693A1 ITMI932693A1 (en) | 1995-06-22 |
| IT1265317B1 true IT1265317B1 (en) | 1996-10-31 |
Family
ID=11367376
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT93MI002693A IT1265317B1 (en) | 1993-12-22 | 1993-12-22 | Immobilisation of acylase β-lactam enzymes on resins of the polyacrylic ester type modified with aliphatic diamines |
Country Status (1)
| Country | Link |
|---|---|
| IT (1) | IT1265317B1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113355314B (en) * | 2021-05-18 | 2023-06-20 | 天津科技大学 | Modified epoxy resin immobilized enzyme and preparation method and application thereof |
| CN117230054B (en) * | 2023-11-16 | 2024-03-19 | 广东惠尔泰生物科技有限公司 | Preparation method of immobilized lipase and method for preparing UPU type glyceride by using immobilized lipase |
-
1993
- 1993-12-22 IT IT93MI002693A patent/IT1265317B1/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| ITMI932693A1 (en) | 1995-06-22 |
| ITMI932693A0 (en) | 1993-12-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 0001 | Granted | ||
| TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19961217 |