2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation

Estella Judith Salamula; Martin Bredenkamp; Deon Bezuidenhout; Misael Silas Nadiye-Tabbiruka

doi:doi:10.11648/j.ab.20150306.12

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2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation

Estella Judith Salamula, Martin Bredenkamp, Deon Bezuidenhout, Misael Silas Nadiye-Tabbiruka

Published in Advances in Biochemistry (Volume 3, Issue 6)

Received: 6 October 2015 Accepted: 23 October 2015 Published: 10 November 2015

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Abstract

2-(2-(tert-butoxycarbonyl) propanamido) acetic acid (NCA-AG) was for the first time prepared using a variation of the Leuchs method. All compounds were characterized using melting point, nuclear magnetic resonance (NMR), ultra violet spectroscopy (UV), Fourier transform infrared spectroscopy (FTIR) and electron spray mass spectroscopy (ESMS). The reaction was optimised to obtain the highest yield by varying the reaction conditions namely; solvent, lewis acid and temperature.

Published in	Advances in Biochemistry (Volume 3, Issue 6)
DOI	10.11648/j.ab.20150306.12
Page(s)	72-76
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2015. Published by Science Publishing Group

Keywords

2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid (NCA-AG), Stereospecific Peptides, Synthetic Silk Substrates, N-Tert-Butoxy Carbonanhydride (NCA)

References

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[5]	Jiang, Z. K., Koh, S. B. S, Sato, M., Atanasov, I. C., Johnson, M., Zhou, H, Z. and Deming, T. J. and Wu, L. (2013), “Engineering polypeptide coatings to augment gene transduction and in vivo stability of adenoviruses,” J. Control. Releas., 166, 1, 75–85.
[6]	Song, B., Song, J., Zhang, S., Anderson, M. A., Ao, Y., Yang, C. Y., Deming, T. J., Sofroniew, M. V., (2012), “Sustained local delivery of bioactive nerve growth factor in the central nervous system via tunable diblock copolypeptide hydrogel depots” Biomats. 33, 35, 9105-9116.
[7]	Tanimoto, S. Yagi, N. and Yamaoka, H., (2009), “Application of Thermosensitive Peptide Copolymer Gels to Removal of Endocrine Disruptor,” Research Letts in Mat. Sci., 2009, 1155.
[8]	Jap. Pat. 6.901.974 (1969) to Asahi Chem. Ind.; invs. Wakasa, R., hibata, K., Takahashi, Y., Ishida, S.: CA 71, 13, 373-374.
[9]	Levy, A. L. (1950), ‘Anhydro-N-Carboxy-DL-β-Phenylalanine,’ Nature, 165, 4187, 152-152.
[10]	Iwakura, Y., Uno, K. and Kang, S. (1965), “Trisphosgene, a crystalline phosgene substitute,” J. polym. Sci (part A-1),” polym. chem., 30, 4, 2867-2879.
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[12]	Cheng, J., Ziller, J. W. and Deming, T., (2000) “Synthesis and Conformational Analysis of Optically Active Poly(ß-peptides)”J. Org. Lett., 2, 13, 143-146.
[13]	Leuchs, H. & Geiger, W. (1908), “Über die Anhydride von α-Amino-N-carbonsäuren und die von α-Aminosäuren,” Dtsch.Chem, Ges., 41,1721-1726.
[14]	Salamula, E. J., Bredenkamp, M., Bezuidenhout, D. and Nadiye. M. S., (2015), Optimizing of “N - tert - butoxycarbon anhydrides polymerization of NCAs’ AG, SIK and VAV”, Int. Appl. Chem., 11, 4, 409-426.
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Estella Judith Salamula, Martin Bredenkamp, Deon Bezuidenhout, Misael Silas Nadiye-Tabbiruka. (2015). 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Advances in Biochemistry, 3(6), 72-76. https://doi.org/10.11648/j.ab.20150306.12

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ACS Style

Estella Judith Salamula; Martin Bredenkamp; Deon Bezuidenhout; Misael Silas Nadiye-Tabbiruka. 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Adv. Biochem. 2015, 3(6), 72-76. doi: 10.11648/j.ab.20150306.12

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AMA Style

Estella Judith Salamula, Martin Bredenkamp, Deon Bezuidenhout, Misael Silas Nadiye-Tabbiruka. 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Adv Biochem. 2015;3(6):72-76. doi: 10.11648/j.ab.20150306.12

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@article{10.11648/j.ab.20150306.12,
  author = {Estella Judith Salamula and Martin Bredenkamp and Deon Bezuidenhout and Misael Silas Nadiye-Tabbiruka},
  title = {2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation},
  journal = {Advances in Biochemistry},
  volume = {3},
  number = {6},
  pages = {72-76},
  doi = {10.11648/j.ab.20150306.12},
  url = {https://doi.org/10.11648/j.ab.20150306.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ab.20150306.12},
  abstract = {2-(2-(tert-butoxycarbonyl) propanamido) acetic acid (NCA-AG) was for the first time prepared using a variation of the Leuchs method. All compounds were characterized using melting point, nuclear magnetic resonance (NMR), ultra violet spectroscopy (UV), Fourier transform infrared spectroscopy (FTIR) and electron spray mass spectroscopy (ESMS). The reaction was optimised to obtain the highest yield by varying the reaction conditions namely; solvent, lewis acid and temperature.},
 year = {2015}
}

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TY  - JOUR
T1  - 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation
AU  - Estella Judith Salamula
AU  - Martin Bredenkamp
AU  - Deon Bezuidenhout
AU  - Misael Silas Nadiye-Tabbiruka
Y1  - 2015/11/10
PY  - 2015
N1  - https://doi.org/10.11648/j.ab.20150306.12
DO  - 10.11648/j.ab.20150306.12
T2  - Advances in Biochemistry
JF  - Advances in Biochemistry
JO  - Advances in Biochemistry
SP  - 72
EP  - 76
PB  - Science Publishing Group
SN  - 2329-0862
UR  - https://doi.org/10.11648/j.ab.20150306.12
AB  - 2-(2-(tert-butoxycarbonyl) propanamido) acetic acid (NCA-AG) was for the first time prepared using a variation of the Leuchs method. All compounds were characterized using melting point, nuclear magnetic resonance (NMR), ultra violet spectroscopy (UV), Fourier transform infrared spectroscopy (FTIR) and electron spray mass spectroscopy (ESMS). The reaction was optimised to obtain the highest yield by varying the reaction conditions namely; solvent, lewis acid and temperature.
VL  - 3
IS  - 6
ER  -

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Author Information

Estella Judith Salamula

Department of Chemistry, Institute of Polymer Science Stellenbosch University, Stellenbosch, South Africa
Martin Bredenkamp

Department of Chemistry, Asia International Pacific University, Muak Lek Subdistrict, Saraburi Province, Bangkok, Thailand
Deon Bezuidenhout

University of Cape Town, Western Cape, Biomaterial Sciences Laboratories at the Cardiovascular Research Unit (CRU), Cape Town, South Africa
Misael Silas Nadiye-Tabbiruka

Department of Chemistry, University of Botswana, Gabarone, Botswana

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APA Style

Estella Judith Salamula, Martin Bredenkamp, Deon Bezuidenhout, Misael Silas Nadiye-Tabbiruka. (2015). 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Advances in Biochemistry, 3(6), 72-76. https://doi.org/10.11648/j.ab.20150306.12

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ACS Style

Estella Judith Salamula; Martin Bredenkamp; Deon Bezuidenhout; Misael Silas Nadiye-Tabbiruka. 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Adv. Biochem. 2015, 3(6), 72-76. doi: 10.11648/j.ab.20150306.12

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AMA Style

Estella Judith Salamula, Martin Bredenkamp, Deon Bezuidenhout, Misael Silas Nadiye-Tabbiruka. 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation. Adv Biochem. 2015;3(6):72-76. doi: 10.11648/j.ab.20150306.12

Copy | Download

@article{10.11648/j.ab.20150306.12,
  author = {Estella Judith Salamula and Martin Bredenkamp and Deon Bezuidenhout and Misael Silas Nadiye-Tabbiruka},
  title = {2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation},
  journal = {Advances in Biochemistry},
  volume = {3},
  number = {6},
  pages = {72-76},
  doi = {10.11648/j.ab.20150306.12},
  url = {https://doi.org/10.11648/j.ab.20150306.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ab.20150306.12},
  abstract = {2-(2-(tert-butoxycarbonyl) propanamido) acetic acid (NCA-AG) was for the first time prepared using a variation of the Leuchs method. All compounds were characterized using melting point, nuclear magnetic resonance (NMR), ultra violet spectroscopy (UV), Fourier transform infrared spectroscopy (FTIR) and electron spray mass spectroscopy (ESMS). The reaction was optimised to obtain the highest yield by varying the reaction conditions namely; solvent, lewis acid and temperature.},
 year = {2015}
}

Copy | Download

TY  - JOUR
T1  - 2-(2-(Tert-Butoxycarbonyl) Propanamido) Acetic Acid ‘NCA-AG’ Synthesis, Characterization and Reaction Optimization for the Preparation
AU  - Estella Judith Salamula
AU  - Martin Bredenkamp
AU  - Deon Bezuidenhout
AU  - Misael Silas Nadiye-Tabbiruka
Y1  - 2015/11/10
PY  - 2015
N1  - https://doi.org/10.11648/j.ab.20150306.12
DO  - 10.11648/j.ab.20150306.12
T2  - Advances in Biochemistry
JF  - Advances in Biochemistry
JO  - Advances in Biochemistry
SP  - 72
EP  - 76
PB  - Science Publishing Group
SN  - 2329-0862
UR  - https://doi.org/10.11648/j.ab.20150306.12
AB  - 2-(2-(tert-butoxycarbonyl) propanamido) acetic acid (NCA-AG) was for the first time prepared using a variation of the Leuchs method. All compounds were characterized using melting point, nuclear magnetic resonance (NMR), ultra violet spectroscopy (UV), Fourier transform infrared spectroscopy (FTIR) and electron spray mass spectroscopy (ESMS). The reaction was optimised to obtain the highest yield by varying the reaction conditions namely; solvent, lewis acid and temperature.
VL  - 3
IS  - 6
ER  -

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