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512443

Sigma-Aldrich

3-Chloro-L-tyrosine

97%

Synonym(s):

(2S)-2-Amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid, Monochlorotyrosine

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About This Item

Linear Formula:
4-(HO)C6H3(Cl)CH2CH(NH2)CO2H
CAS Number:
7423-93-0
Molecular Weight:
215.63
EC Number:
231-050-3
MDL number:
MFCD00045865
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24873634
NACRES:
NA.22

Assay

97%

optical activity

[α]24/D −2°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

249 °C (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](Cc1ccc(O)c(Cl)c1)C(O)=O

InChI

1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1

InChI key

ACWBBAGYTKWBCD-ZETCQYMHSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Laetitia Mouls et al.
Proteomics, 9(6), 1617-1631 (2009-03-03)
Protein oxidation is thought to contribute to a number of inflammatory diseases, hence the development of sensitive and specific analytical techniques to detect oxidative PTMs (oxPTMs) in biological samples is highly desirable. Precursor ion scanning for fragment ions of oxidized
Eline Thomson et al.
Free radical biology & medicine, 49(9), 1354-1360 (2010-07-22)
We aimed to determine whether myeloperoxidase (MPO) is the main peroxidase present in the airways of children with cystic fibrosis (CF) and to assess which oxidants it produces and whether they are associated with clinical features of CF. Children with
Michael Holzer et al.
Antioxidants & redox signaling, 14(12), 2337-2346 (2011-01-18)
Carbamylation of proteins through reactive cyanate has been demonstrated to predict an increased cardiovascular risk. Cyanate is formed in vivo by breakdown of urea and at sites of inflammation by the phagocyte protein myeloperoxidase. Because myeloperoxidase (MPO) associates with high-density
Mariusz G Fleszar et al.
Molecules (Basel, Switzerland), 25(21) (2020-11-11)
Quantification with satisfactory specificity and sensitivity of free 3-Nitro-l-tyrosine (3-NT), 3-Chloro-l-tyrosine (3-CT), and 3-Bromo-l-tyrosine (3-BT) in biological samples as potential inflammation, oxidative stress, and cancer biomarkers is analytically challenging. We aimed at developing a liquid chromatography-tandem mass spectrometry (LC-MS/MS)-based method
Matthew P Curtis et al.
Chemical research in toxicology, 24(3), 418-428 (2011-02-16)
The persistent activation of innate immune cells in chronic inflammation is gaining recognition as a contributing factor in a number of human diseases. A distinguishing feature of activated leukocytes at sites of inflammation is their production of reactive species such
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