Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid

Martin, Lea; Klein, Wilhelm; Schwaminger, Sebastian P.; Fässler, Thomas F.; Berensmeier, Sonja

doi:10.3390/cryst10121136

Open AccessArticle

Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid

by

Lea Martin

¹,

Wilhelm Klein

²

,

Sebastian P. Schwaminger

¹

,

Thomas F. Fässler

²

and

Sonja Berensmeier

^1,*

¹

Bioseparation Engineering Group, Department of Mechanical Engineering, Technical University of Munich, 85748 Garching, Germany

²

Department of Chemistry, Technical University of Munich, 85748 Garching, Germany

^*

Author to whom correspondence should be addressed.

Crystals 2020, 10(12), 1136; https://doi.org/10.3390/cryst10121136

Submission received: 6 November 2020 / Revised: 25 November 2020 / Accepted: 8 December 2020 / Published: 12 December 2020

(This article belongs to the Section Biomolecular Crystals)

Download

Browse Figures

Versions Notes

Abstract

Compatible solutes are low molecular weight, highly water-soluble and neutrally net-charged molecules with various protective functionalities that accumulate and are produced in microorganisms. Their multi-purpose functionalities, also adaptable in vitro, make them potential components in healthcare and cosmetic products. One promising but insufficiently examined representative of this molecule class is Nγ-acetyl-L-2,4-diaminobutyric acid (γ-NADA), the metabolic precursor of ectoine. Here, we demonstrate the crystallization ability of γ-NADA by using cooling crystallization in aqueous solvents and find that it forms rod-shaped crystals. According to a single crystal structure determination, γ-NADA is orthorhombic with space group P2₁2₁2₁ and a = 5.3647(1), b = 8.3652(2), c = 16.9149(5) Å, Z = 4, R₁ = 3.48%, wR₂ = 7.33% (all data). Additionally, γ-NADA is analyzed via Raman, IR, ¹H, and ¹³C NMR spectroscopy.

Keywords: compatible solute; amino acid; NADA; (2S)-4-acetamido-2-aminobutanoic acid; small molecule; crystallization; crystal structure; Raman; infrared spectroscopy

Share and Cite

MDPI and ACS Style

Martin, L.; Klein, W.; Schwaminger, S.P.; Fässler, T.F.; Berensmeier, S. Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid. Crystals 2020, 10, 1136. https://doi.org/10.3390/cryst10121136

AMA Style

Martin L, Klein W, Schwaminger SP, Fässler TF, Berensmeier S. Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid. Crystals. 2020; 10(12):1136. https://doi.org/10.3390/cryst10121136

Chicago/Turabian Style

Martin, Lea, Wilhelm Klein, Sebastian P. Schwaminger, Thomas F. Fässler, and Sonja Berensmeier. 2020. "Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid" Crystals 10, no. 12: 1136. https://doi.org/10.3390/cryst10121136

APA Style

Martin, L., Klein, W., Schwaminger, S. P., Fässler, T. F., & Berensmeier, S. (2020). Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid. Crystals, 10(12), 1136. https://doi.org/10.3390/cryst10121136

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Menu

Crystal Structure and Spectroscopic Analysis of the Compatible Solute Nγ-Acetyl-L-2,4-Diaminobutyric Acid

Abstract

Share and Cite

Article Metrics

Article Access Statistics

Further Information

Guidelines

MDPI Initiatives

Follow MDPI