Nanocrystal formation and polymorphism of glycine

Yang, Xiaochuan; Myerson, Allan S.

doi:10.1039/c4ce01429d

Cited by 18 publications

(17 citation statements)

References 32 publications

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“…Specific chemical interactions between heteronucleant and crystallizing molecules have a crucial role in the selection of polymorphs and modulating the nucleation rate (Shi, Wong, Yang, & Myerson, ; Yang & Myerson, ; Yang, Sarma, & Myerson, ). Self‐assembled monolayers (SAMs) and polymers offer an effective way to generate the desired polymorphic form based on the specific chemical interactions with crystallizing molecules (Winter et al, ).…”

Section: Mechanisms Governing Heteronucleationmentioning

confidence: 99%

“…Self‐assembled monolayer consists of a base material on which specific functional groups attached using silane‐based reactants (Yang et al, ; Yang & Myerson, ; Zhang et al, ). A similar set of silane‐based coatings are also reported on the glass surfaces (Parambil et al, ).…”

Section: Types Of Heteronucleantsmentioning

confidence: 99%

“…Yang et al also demonstrated the same set of studies for glycine, wherein nanocrystals with a mixture of both polymorphs of the glycine were crystallized on SAMs. Solubility ratio of two polymorphs was found to decrease as both were approaching to nanocrystalline size (Yang & Myerson, ).…”

Section: Pharmaceutical Applicationsmentioning

confidence: 99%

“…Hydrophobic interactions Generation of glycine nanocrystals (Yang & Myerson, 2015) • Oxidized silicon wafers Paracetamol -Crystallization of metastable polymorph III (Ehmann & Werzer, 2014) • Functionalized glass vials Carbamazepine Surface functionality Crystallization of stable and metastable polymorph (Parambil et al, 2014) F I G U R E 4 Application of heteronuclear crystallization process intensification was investigated for different APIs. PCM is one of the most widely consumed medicine which exists in five polymorphic forms (Smith, Bishop, Montgomery, Hamilton, & Vohra, 2014).…”

Section: Glycinementioning

confidence: 99%

“…Primary heterogeneous nucleation offers a versatile approach for influencing the solid form using crystallization. Primary heterogeneous nucleants include but not limited to self-assembled monolayers (Yang & Myerson, 2015;Zhang et al, 2011), polymers (Price, Grzesiak, & Matzger, 2005), biocompatible small molecules (Yazdanpanah et al, 2017), functionalized surfaces (Parambil, Poornachary, Tan, & Heng, 2014), and surfaces with modified topography (Patel et al, 2016). Intentional or unintentional presence of heteronucleants can modulate nucleation or crystal growth.…”

mentioning

confidence: 99%

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Emerging role of primary heterogeneous nucleation in pharmaceutical crystallization

Thakore

Sood

Bansal

2019

Drug Development Research

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Crystallization is an important and difficult to control unit operation in the pharmaceutical industry. Crystallization can control molecular (i.e., polymorphism) and particulate (i.e., particle size and crystal habit) properties of active pharmaceutical ingredient (API). Moreover, these molecular and particulate properties govern the manufacturability, stability, and biopharmaceutical performance of the API and drug product. Nucleation is a key step and primary heterogeneous nucleation is a common mode of nucleation during crystallization. Hence, it is important to understand the parameters affecting primary heterogeneous nucleation, to achieve desirable properties in crystalline APIs. Primary heterogeneous crystallization has usually been linked to the surface characteristics like topography and functionality of the heteronucleant. The review outlines recent findings in the primary heterogeneous crystallization with specific emphasis on its pharmaceutical applications including regulatory considerations. Molecular‐level mechanisms governing heteronucleation and subsequent outcome in terms of molecular as well as particulate‐level properties of API have also been discussed. Moreover, general guidance for the selection of heteronucleant has also been included. Heterogeneous crystallization is a promising tool for efficient crystallization of API having properties for optimal pharmaceutical performance.

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Section: Mechanisms Governing Heteronucleationmentioning

confidence: 99%

Section: Types Of Heteronucleantsmentioning

confidence: 99%

Section: Pharmaceutical Applicationsmentioning

confidence: 99%

Section: Glycinementioning

confidence: 99%

mentioning

confidence: 99%

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Emerging role of primary heterogeneous nucleation in pharmaceutical crystallization

Thakore

Sood

Bansal

2019

Drug Development Research

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Quantitative Polarization‐Resolved Second‐Harmonic‐Generation Microscopy of Glycine Microneedles

et al. 2020

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amino acids, peptides, and proteins offers a noncontact, label-free and nondestructive method of obtaining a better understanding of disease processes both in vitro and in vivo. SHG has further applications in nanoscale characterization, [5] measurement of field-induced carrier motion in photonic devices, [6] and in the development of micro/nanoscale lasers. [7] Qualitative comparison of SHG conversion efficiency suffers from not having a clear benchmark of quantitative values of tensor elements. First principles modeling to obtain quantitative values of the susceptibility tensor such as time-dependent density functional theory is computationally demanding for typical ≥100 atom biomolecule cells and also needs to be benchmarked against experimental values. [8] The β and γ phases of glycine have been recently reported to possess high piezoelectric strain constants. [9] As both the strain and susceptibility tensors of a piezoelectric crystal have an equivalent third rank tensor form, the quantitative susceptibility tensor of glycine crystals provides a useful benchmark for SHG imaging of hierarchical structures in biology that could speed development of quantitative tissue imaging and diseases diagnosis. [10] Glycine is the simplest and only achiral amino acid with a single hydrogen as its side chain, NH 3 + CH 2 COO −. It crystallizes in three distinct phases under ambient conditions α, β, and γ. The carboxyl (COOH) and amino (NH 2) terminal groups become charged to form the zwitterion. [11] The α-phase crystallizes in space group P2 1 /c, comprising of centrosymmetric double layers of zwitterions linked via hydrogen bonds. [12] For this polymorph the presence of a center of symmetry precludes SHG. The β phase shows space group P2 1 and is composed of double layers of zwitterions but the molecular packing is noncentrosymmetric. The γ phase is also SHG active, crystallizing in the noncentrosymmetric trigonal space group P3 1, which forms a 3D molecular network with the zwitterions arranged in helices around the 3 1 screw axis. [13] The difference in properties between phases is due to the differing zwitterion stacking and internal bond angles. [14] Both of the noncentrosymmetric phases of glycine have shown potential as a biocompatible NLO material (Table S1, Supporting Information). A 21 µm thick layer of β glycine nanofibers has been shown to have a larger effective χ (2) relative to 600 µm particles of β glycine due to their subcoherence

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Methods for Nano-Crystals Preparation

Kulkarni

Myerson

2017

Engineering Crystallography: From Molecule to Crystal to Functional Form

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Nanocrystal formation and polymorphism of glycine

Abstract: We obtained α-/β-glycine nanocrystals, examined their surface structures and found the solubility ratio of β-form/α-form changes as size decreases.

Cited by 18 publications

References 32 publications

Emerging role of primary heterogeneous nucleation in pharmaceutical crystallization

Emerging role of primary heterogeneous nucleation in pharmaceutical crystallization

Quantitative Polarization‐Resolved Second‐Harmonic‐Generation Microscopy of Glycine Microneedles

Methods for Nano-Crystals Preparation

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