Abstract
The preparation of polypeptides with poly(L-glutamate) backbone and a variety of different side chains via controlled polymerization of VB-Glu-NCA followed by a variety of highly efficient post functionalization reactions is presented. VB-Glu-NCA was readily prepared and purified in multigram scale in crystalline form. The purified VB-Glu-NCA is very stable in moisture-free conditions and can be stored in the freezer of a glovebox at 30°C for more than 6 months without noticeable change of properties. The amount of NB had very limited effect on polymerization rates and theMWs of the resulting PVBLGs, suggesting that NB functions as a radical inhibitor and does not participate in chain propagation. Notably, the aldehyde functionalized PVBLG-b was very reactive and could be used for further grafting of various functional moieties with amines, hydrazides, and oxyamines through reductive amination.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 6237-6240 |
| Number of pages | 4 |
| Journal | Macromolecules |
| Volume | 44 |
| Issue number | 16 |
| DOIs | |
| State | Published - Aug 23 2011 |
Fingerprint
ASJC Scopus subject areas
- Organic Chemistry
- Polymers and Plastics
- Inorganic Chemistry
- Materials Chemistry
Cite this
Ring-opening polymerization of γ-(4-vinylbenzyl)-l-glutamate N-carboxyanhydride for the synthesis of functional polypeptides. / Lu, Hua; Bai, Yugang; Wang, Jing; Gabrielson, Nathan P.; Wang, Fei; Lin, Yao; Cheng, Jianjun.
In: Macromolecules, Vol. 44, No. 16, 23.08.2011, p. 6237-6240.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Ring-opening polymerization of γ-(4-vinylbenzyl)-l-glutamate N-carboxyanhydride for the synthesis of functional polypeptides
AU - Lu, Hua
AU - Bai, Yugang
AU - Wang, Jing
AU - Gabrielson, Nathan P.
AU - Wang, Fei
AU - Lin, Yao
AU - Cheng, Jianjun
PY - 2011/8/23
Y1 - 2011/8/23
N2 - The preparation of polypeptides with poly(L-glutamate) backbone and a variety of different side chains via controlled polymerization of VB-Glu-NCA followed by a variety of highly efficient post functionalization reactions is presented. VB-Glu-NCA was readily prepared and purified in multigram scale in crystalline form. The purified VB-Glu-NCA is very stable in moisture-free conditions and can be stored in the freezer of a glovebox at 30°C for more than 6 months without noticeable change of properties. The amount of NB had very limited effect on polymerization rates and theMWs of the resulting PVBLGs, suggesting that NB functions as a radical inhibitor and does not participate in chain propagation. Notably, the aldehyde functionalized PVBLG-b was very reactive and could be used for further grafting of various functional moieties with amines, hydrazides, and oxyamines through reductive amination.
AB - The preparation of polypeptides with poly(L-glutamate) backbone and a variety of different side chains via controlled polymerization of VB-Glu-NCA followed by a variety of highly efficient post functionalization reactions is presented. VB-Glu-NCA was readily prepared and purified in multigram scale in crystalline form. The purified VB-Glu-NCA is very stable in moisture-free conditions and can be stored in the freezer of a glovebox at 30°C for more than 6 months without noticeable change of properties. The amount of NB had very limited effect on polymerization rates and theMWs of the resulting PVBLGs, suggesting that NB functions as a radical inhibitor and does not participate in chain propagation. Notably, the aldehyde functionalized PVBLG-b was very reactive and could be used for further grafting of various functional moieties with amines, hydrazides, and oxyamines through reductive amination.
UR - http://www.scopus.com/inward/record.url?scp=80051714834&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=80051714834&partnerID=8YFLogxK
U2 - 10.1021/ma201164n
DO - 10.1021/ma201164n
M3 - Article
AN - SCOPUS:80051714834
VL - 44
SP - 6237
EP - 6240
JO - Macromolecules
JF - Macromolecules
SN - 0024-9297
IS - 16
ER -