Efficient synthesis of amino acid polymers for protein stabilization

Li Bing; Wu Yueming; Zhang Wenjing; Zhang Si; Shao Ning; Zhang Weiwei; Zhang Lixin; Fei Jian; Dai Yidong; Liu Runhui

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Efficient synthesis of amino acid polymers for protein stabilization

机译：高效合成氨基酸聚合物用于蛋白质稳定化

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Proteins are fragile such that even freezing, drying and dehydration may induce their denaturation, aggregation, and activity loss. To protect proteins from these kinds of damage, we prepared two types of amino acid polymers, poly-(l-glutamate)-r-poly-(l-lysine) (PLG-r-PLL) and poly-l-glutamate (PLG), from the efficient ring-opening polymerization of alpha-amino acid N-carboxyanhydride (NCA) using lithium hexamethyldisilazide (LiHMDS) as the initiator. beta-galactosidase (beta-Gal) was used in this study to examine the protein protecting effect of the synthesized amino acid polymers during lyophilization. The results indicate that both PLG-r-PLL and PLG exert significant protection on beta-Gal during lyophilization and improve the activity of the resulting protein from 40%, without using a protecting agent during lyophilization, to 80% of the original protein activity. Nevertheless, PLG generally performs better than PLG-r-PLL independent of the chain length. Our studies also show that PLG and PLG-r-PLL with a high content of PLG subunits display no observable cytotoxicity and hemolytic effect. Furthermore, dynamic light scattering (DLS) and transmission electron microscopy (TEM) characterization indicate that PLG protects beta-Gal upon lyophilization by preventing the aggregation of beta-Gal. Our studies demonstrate that amino acid polymers, such as PLG, can exert potent activity for protein stabilization. The easy operation of LiHMDS-initiated and efficient NCA polymerization implies the great potential of this strategy to prepare amino acid polymers quickly for the screening of protein stabilization and mechanism study.

机译：蛋白质是脆弱的，使得甚至冷冻，干燥和脱水可以诱导它们的变性，聚集和活性损失。为了保护蛋白质免受这些损伤，我们制备了两种类型的氨基酸聚合物，聚 - （L-谷氨酸）-R-聚 - （L-赖氨酸）（L-赖氨酸）（PLG-R-PLL）和聚-L-谷氨酸（PLG）），使用六甲基二硅氮化锂（LiHMDS）作为引发剂的高效开环聚合α-氨基酸N-羧酸酐（NCA）。在该研究中使用β-半乳糖苷酶（β-加仑）以检查冻干过程中合成氨基酸聚合物的蛋白质保护作用。结果表明，PLG-R-PLL和PLG在冻干期间对β-加仑施加显着的保护，并改善所得蛋白质的活性在40％，而不使用冻干期间的保护剂，达到原始蛋白质活性的80％。然而，PLG通常比PLG-R-PLL更好地完成链条长度。我们的研究还表明，PLG和PLG-R-PLL具有高含量的PLG亚基显示无可观察的细胞毒性和溶血作用。此外，动态光散射（DLS）和透射电子显微镜（TEM）表征表明，通过防止Beta-Gal的聚集，PLG在冻干时保护β-GAL。我们的研究表明，氨基酸聚合物如PLG，可以对蛋白质稳定化发挥强效活性。 LiHMDS引发和高效的NCA聚合的易于操作意味着该策略迅速制备氨基酸聚合物以筛选蛋白质稳定和机制研究的巨大潜力。

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来源
《Biomaterials Science》 |2019年第9期|共8页
作者
Li Bing; Wu Yueming; Zhang Wenjing; Zhang Si; Shao Ning; Zhang Weiwei; Zhang Lixin; Fei Jian; Dai Yidong; Liu Runhui;
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East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

Shanghai Jiao Tong Univ Dept Gen Surg Sch Med Ruijin Hosp Shanghai 200025 Peoples R China;

Shanghai Ruijin Rehabil Hosp Shanghai 200023 Peoples R China;

East China Univ Sci &

Technol State Key Lab Bioreactor Engn Shanghai 200237 Peoples R China;

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中图分类分子生物学;
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1. Efficient synthesis of amino acid polymers for protein stabilization [J] . Li Bing, Wu Yueming, Zhang Wenjing, Biomaterials Science . 2019,第9期

机译：高效合成氨基酸聚合物用于蛋白质稳定化
2. Portal infusion of amino acids is more efficient than peripheral infusion in stimulating liver protein synthesis at the same hepatic amino acid load in dogs. [J] . Dardevet D, Kimball SR, Jefferson LS, The American Journal of Clinical Nutrition: Official Journal of the American Society for Clinical Nutrition . 2008,第4期

机译：在狗的相同肝氨基酸负荷下，门静脉输注氨基酸比外周输注更有效地刺激肝蛋白合成。
3. The efficient synthesis of (3R,4R,5R)-3-amino-4,5-dimethyl-octanoic acid, a chiral β-amino acid with potent affinity for the α2δ protein [J] . Ji Zhang, Peter G. Blazecka, Derek A. Pflum Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2009,第11期

机译：有效合成（3R，4R，5R）-3-氨基-4,5-二甲基辛酸（一种对α2δ蛋白具有强亲和力的手性β-氨基酸）
4. "Il mondo e bello perche e vario",expanding azabicycloalkanone amino acid diversity.Efficient synthesis of pyrrolidizidinone amino acid [C] . Evelyne Dietrich, William D.Lubell European Peptide Symposium . 2002

机译：“世界是美丽的，因为各种各样”，扩大亚己双氯芳烃氨基酸多样性。吡咯烷酮氨基酸的合成
5. Use of the neonatal piglet as a model for protein and amino acid metabolism in premature infants: 1. Use of body carbohydrate, lipid and protein during total and partial starvation. 2. Negative impact of dexamethasone treatment on growth, protein synthesis and amino acid oxidation. [D] . Mickelson, Barbara Dolores. 2001

机译：将新生仔猪用作早产婴儿蛋白质和氨基酸代谢的模型：1.在全部和部分饥饿期间使用体内碳水化合物，脂质和蛋白质。 2.地塞米松处理对生长，蛋白质合成和氨基酸氧化的负面影响。
6. At the same hepatic amino acid load portal infusion of amino acids is more efficient than peripheral infusion in stimulating liver protein synthesis in the dog [O] . Dominique Dardevet, Scot R Kimball, Leonard S Jefferson, -1

机译：在相同的肝氨基酸负荷下氨基酸门静脉输注比外周输注更能刺激狗的肝蛋白合成
7. Rapid and efficient synthesis of the pentapeptide of elastin protein and peptides containing highly hindered α,α-dialkyl amino acids employing Fmoc-amino acid chlorides under microwave irradiation in the solution phase [O] . Tantry, S.J., Ramana Rao, R.V., Sureshbabu, V.V. 2006

机译：使用Fmoc-氨基酸氯化物在微波辐射下在溶液相中快速有效地合成弹性蛋白的五肽和含有高度受阻α，α-二烷基氨基酸的肽

Efficient synthesis of amino acid polymers for protein stabilization

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