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B4153

Sigma-Aldrich

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride

~95%

Synonym(s):

Boc-Gln-Ala-Arg-AMC hydrochloride, Boc-Gln-Ala-Arg-Mca hydrochloride

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5 MG
€314.00

€314.00

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5 MG
€314.00

About This Item

Empirical Formula (Hill Notation):
C29H42N8O8 · HCl
CAS Number:
113866-20-9
Molecular Weight:
667.15
MDL number:
MFCD00080216
UNSPSC Code:
12352204
PubChem Substance ID:
24891756
NACRES:
NA.32

€314.00

Please contact Customer Service for Availability

Assay

~95%

form

powder

solubility

methanol: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(NC(=O)C(CCC(N)=O)NC(=O)OC(C)(C)C)C(=O)NC(CCCNC(N)=N)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C29H42N8O8/c1-15-13-23(39)44-21-14-17(8-9-18(15)21)35-26(42)19(7-6-12-33-27(31)32)36-24(40)16(2)34-25(41)20(10-11-22(30)38)37-28(43)45-29(3,4)5/h8-9,13-14,16,19-20H,6-7,10-12H2,1-5H3,(H2,30,38)(H,34,41)(H,35,42)(H,36,40)(H,37,43)(H4,31,32,33)

InChI key

LQSLBVXESNRILG-UHFFFAOYSA-N

General description

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride is a fluorogenic and cell-permeable trypsin substrate.[1][2]

Application

Boc-Gln-Ala-Arg-7-amido-4-methylcoumarin hydrochloride has been used as a fluorogenic substrate to measure the enzymatic activity of trypsin.[3][4][5][1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

Substrate for trypsin

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2636
BCBX5563
BCBP5435V
BCBK4691V
BCBG4405V

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Morphological and physiological changes of Octopus bimaculoides: from embryo to juvenile
Ibarra-Garcia LE, et al.
Aquaculture (Amsterdam, Netherlands), 497, 364-372 (2018)
Diel food intake and digestive enzyme production patterns in Solea senegalensis larvae
Navarro-Guillen C, et al.
Aquaculture (Amsterdam, Netherlands), 435, 33-42 (2015)
Evaluation of fluorogenic substrates in the assessment of digestive enzymes in a decapod crustacean Maja brachydactyla larvae
Rotllant G, et al.
Aquaculture (Amsterdam, Netherlands), 282(1-4), 90-96 (2008)
Sudarshan R Malla et al.
Cellular and molecular life sciences : CMLS, 77(9), 1811-1825 (2019-08-01)
Premature intrapancreatic trypsinogen activation is widely regarded as an initiating event for acute pancreatitis. Previous studies have alternatively implicated secretory vesicles, endosomes, lysosomes, or autophagosomes/autophagolysosomes as the primary site of trypsinogen activation, from which a cell-damaging proteolytic cascade originates. To
S Kawabata et al.
European journal of biochemistry, 172(1), 17-25 (1988-02-15)
Seventy-four peptide amides of 7-amino-4-methylcoumarin (Mec) of the type Boc-Xaa-Yaa-Arg-NH-Mec were newly synthesized and tested to find specific substrates for blood-clotting proteases and trypsin. The Xaa and Yaa residues of these substrates have been replaced by 12 and 15 different
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