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Safety Information

27525

Sigma-Aldrich

L-Citrulline 7-amido-4-methylcoumarin hydrobromide

≥98.0% (sum of enantiomers, HPLC)

Synonym(s):

L-Citrulline 4-methyl-7-coumarinylamide hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H20N4O4 · HBr
CAS Number:
123314-39-6
Molecular Weight:
413.27
MDL number:
MFCD00152040
UNSPSC Code:
12352209
PubChem Substance ID:
329753001

Quality Level

100

Assay

≥98.0% (sum of enantiomers, HPLC)

storage temp.

2-8°C

SMILES string

Br[H].CC1=CC(=O)Oc2cc(NC(=O)[C@@H](N)CCCNC(N)=O)ccc12

InChI

1S/C16H20N4O4.BrH/c1-9-7-14(21)24-13-8-10(4-5-11(9)13)20-15(22)12(17)3-2-6-19-16(18)23;/h4-5,7-8,12H,2-3,6,17H2,1H3,(H,20,22)(H3,18,19,23);1H/t12-;/m0./s1

InChI key

XYOHUMXDURSJOW-YDALLXLXSA-N

Application

L-Citrulline 7-amido-4-methylcoumarin is used as a sensitive fluorogenic substrate for citrulline ureidase, yielding a blue solution upon cleavage.

Other Notes

Substrate for proteases

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

27525-5MG-F:
27525-25MG-F:
27525-BULK-F:

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Certificates of Analysis (COA)

Lot/Batch Number
339783/1

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Manish Mahawar et al.
Journal of bacteriology, 191(15), 4798-4806 (2009-06-09)
The citrulline ureidase (CTU) activity has been shown to be associated with highly virulent Francisella tularensis strains, including Schu S4, while it is absent in avirulent or less virulent strains. A definitive role of the ctu gene in virulence and
J E Clarridge et al.
Journal of clinical microbiology, 34(8), 1995-2000 (1996-08-01)
We have isolated two phenotypically distinct nonfastidious Francisella strains (Fx1 and Fx2) from the blood of compromised patients with pneumonia and compared them with eight other Francisella strains, including Francisella tularensis biovar tularensis, F. tularensis biovar novicida, and F. philomiragia.
J E Sheppeck et al.
Bioorganic & medicinal chemistry letters, 10(23), 2639-2642 (2000-12-29)
A statistically exhaustive, 8800 compound tripeptidal amidomethylcoumarin library was synthesized as discreet compounds using solid-phase combinatorial chemistry. A subset of the compounds was purified by HPLC and tested in a high-throughput fluorometric assay against several known serine and cysteine proteases
N J MARCHETTE et al.
Journal of bacteriology, 82, 26-32 (1961-07-01)
Marchette, Nyven J. (University of Utah, Salt Lake City), and Paul S. Nicholes. Virulence and citrulline ureidase activity of Pasteurella tularensis. J. Bacteriol. 82:26-32. 1961.-The presence of a citrulline ureidase system in Pasteurella tularensis strains of high virulence, and its

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