cis-2-Amino-1-hydroxycyclobutane-1-acetic acid

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Category Others
Catalog number BBF-00443
CAS
Molecular Weight 145.16
Molecular Formula C6H11NO3

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Description

It is produced by the strain of Streptomyces rochei A13018. Arabipsis Thaliana could cause moderate chlorosis when treated with cis-2-amino-l-hydroxycyclobutane 1-acetic acid (10 μg/mL), and severe dull white and significant growth inhibition were found when treated with cis-2-amino-l-hydroxycyclobutane 1-acetic acid (50 μg/mL).

Specification

Related CAS 108428-42-8 (S-isomer)
Synonyms AKOS006364183
IUPAC Name 2-[(1R,2S)-2-amino-1-hydroxycyclobutyl]acetic acid
Canonical SMILES C1CC(C1N)(CC(=O)O)O
InChI InChI=1S/C6H11NO3/c7-4-1-2-6(4,10)3-5(8)9/h4,10H,1-3,7H2,(H,8,9)/t4-,6+/m0/s1
InChI Key IZMVGEWQSBMVIU-UJURSFKZSA-N

Properties

Appearance Yellow Solid
Solubility Soluble in Water

Reference Reading

1. Ultra-low fouling and high antibody loading zwitterionic hydrogel coatings for sensing and detection in complex media
Ying-Nien Chou, Fang Sun, Hsiang-Chieh Hung, Priyesh Jain, Andrew Sinclair, Peng Zhang, Tao Bai, Yung Chang, Ten-Chin Wen, Qiuming Yu, Shaoyi Jiang Acta Biomater. 2016 Aug;40:31-37. doi: 10.1016/j.actbio.2016.04.023. Epub 2016 Apr 16.
For surface-based diagnostic devices to achieve reliable biomarker detection in complex media such as blood, preventing nonspecific protein adsorption and incorporating high loading of biorecognition elements are paramount. In this work, a novel method to produce nonfouling zwitterionic hydrogel coatings was developed to achieve these goals. Poly(carboxybetaine acrylamide) (pCBAA) hydrogel thin films (CBHTFs) prepared with a carboxybetaine diacrylamide crosslinker (CBAAX) were coated on gold and silicon dioxide surfaces via a simple spin coating process. The thickness of CBHTFs could be precisely controlled between 15 and 150nm by varying the crosslinker concentration, and the films demonstrated excellent long-term stability. Protein adsorption from undiluted human blood serum onto the CBHTFs was measured with surface plasmon resonance (SPR). Hydrogel thin films greater than 20nm exhibited ultra-low fouling (<5ng/cm(2)). In addition, the CBHTFs were capable of high antibody functionalization for specific biomarker detection without compromising their nonfouling performance. This strategy provides a facile method to modify SPR biosensor chips with an advanced nonfouling material, and can be potentially expanded to a variety of implantable medical devices and diagnostic biosensors. Statement of significance: In this work, we developed an approach to realize ultra-low fouling and high ligand loading with a highly-crosslinked, purely zwitterionic, carboxybetaine thin film hydrogel (CBHTF) coating platform. The CBHTF on a hydrophilic surface demonstrated long-term stability. By varying the crosslinker content in the spin-coated hydrogel solution, the thickness of CBHTFs could be precisely controlled. Optimized CBHTFs exhibited ultra-low nonspecific protein adsorption below 5ng/cm(2) measured by a surface plasmon resonance (SPR) sensor, and their 3D architecture allowed antibody loading to reach 693ng/cm(2). This strategy provides a facile method to modify SPR biosensor chips with an advanced nonfouling material, and can be potentially expanded to a variety of implantable medical devices and diagnostic biosensors.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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