Succinyl-alanyl-alanyl-prolyl-phenylalanine-4-nitroanilide
Basic information
- CAS
70967-97-4- Standard SMILES
C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)NC(=O)[C@H](Cc1ccccc1)Nc1ccc([N+](=O)[O-])cc1- InChIKey
NZSFNPKTEBHXQS-WJNSRDFLSA-N- Molecular formula
- C30H36N6O9
- Average molar mass
- 624.6 g/mol
- Monoisotopic mass
- 624.25437675
Overview
chromogenic chymotrypsin substrate
Names & identifiers
- Preferred name
- Succinyl-alanyl-alanyl-prolyl-phenylalanine-4-nitroanilide
- IUPAC
- 4-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-2-(4-nitroanilino)-3-phenylpropanoyl]carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoic acid
- English name
- Suc-Ala-Ala-Pro-Phe-PNA
- Molecular formula
- C30H36N6O9
- Molecular weight
- 624.64
Names & synonyms
SaappnaSuc-ala-ala-pro-phe-4-NASuccinyl-alanyl-alanyl-prolyl-phenylalanine-p-nitroanilideSuccinyl-alanyl-alanyl-prolyl-phenylalanine-4-nitroanilideL-Phenylalaninamide, N-(3-carboxy-1-oxopropyl)-L-alanyl-L-alanyl-L-prolyl-N-(4-nitrophenyl)-, (+-)-RefChem:18636370967-97-4Suc-aapf-pnaDTXSID90991271N-{(2S)-2-[(3-Carboxy-1-hydroxypropylidene)amino]-1-hydroxypropylidene}-L-alanyl-N-[(2S)-1-hydroxy-2-(4-nitroanilino)-3-phenylpropylidene]-L-prolinamideN-{2-[(3-Carboxy-1-hydroxypropylidene)amino]-1-hydroxypropylidene}alanyl-N-[1-hydroxy-2-(4-nitroanilino)-3-phenylpropylidene]prolinamideSAAPNA
Show more names
Cathepsin G substrate70967-97-4/107409-54-1Suc-Ala-Ala-Pro-Phe-PNACathepsin G Substrate IN-SUCCINYL-ALA-ALA-PRO-PHE-PNASUC-ALA-ALA-PRO-PHE-PNA USP/EP/BPSUC-ALA-ALA-PRO-PHE-PARANITROANILIDECATHEPSIN G SUBSTRATE I, COLORIMETRIC
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 220 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 13
- Heavy atoms
- 45
- Formal charge
- 0
- Complexity
- 1,100
Physicochemical properties
- Boiling point
- 1072.763 · 1072.763±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.366 · 1.366±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 25 mg/mL, · DMF: 25 mg/mL, clear, light yellow
- pka
- 4.691 · 4.691±0.10(predicted)
- form
- White to off-white solid
- color
- White to off-white
- BRN
- 4289896 · 4289896
- Sequence
- {Suc}-Ala-Ala-Pro-Phe-{pNA}
- InChIKey
- LKDMKWNDBAVNQZ-UHYNAWRVNA-N
- SMILES
- N1(CCC[C@H]1C(=O)N[C@H](C(=O)NC1=CC=C([N+]([O-])=O)C=C1)CC1=CC=CC=C1)C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(=O)O |&1:4,8,30,35,r|
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Precautionary statements
- 271 · P271-P261-P280
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2933998090
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Precautionary statements
- P271-P261-P280
Chemistry & industry
Applications
DescriptionSuc-AAPF-pNA is a chromogenic substrate that can be cleaved by cathepsin G (Km = 1.7 mM), subtilisins, chymotrypsin (Km = 60 μM), chymase (Km = 4 mM), and cyclophilin, but not neutrophil elastase. Release of p-nitroanilide is monitored at 405-410 nm. This substrate can be used for inhibitor screening and kinetic analysis.
UsesN-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide has been used as a substrate to determine chymotrypsin activity.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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