S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine | CAS No. 86060-81-3

S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Basic Information

CAS Number

86060-81-3

Molecular Formula

C21H22N2O5S

Molecular Weight

414.48 g/mol

AD

Basic Physical Properties

Melting Point

147-150 ºC

Density

1.3270

CC(=O)NCSC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(=O)O

InChI

InChI=1S/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m0/s1

InChIKey

CSMYOORPUGPKAP-IBGZPJMESA-N

LogP

2.8051000000000004

Topological Polar Surface Area

104.73 Ų

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

580

Safety Information

View Safety Information

GHS Hazard Pictograms

H315H315
H319H319
H335H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • Fmoc-S-acetamidomethyl-L-cysteine
  • FMOC-L-Cys
  • Fmoc-Cys(Acm)-OH
  • N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-(acetyl-aminomethyl)-L-cysteine
  • N-Fmoc-S-acetamidomethyl-L-cysteine
  • (2R)-3-(acetamidomethylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
  • Fmoc-Cys(Acm)-OH Fmoc-S-acetamidomethyl-L-cysteine
  • Nα-Fmoc-S-acetaminomethyl-L-cysteine

MDL Number

MFCD00038769

Customs Code

2930909090

FAQ

What is S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3)?

S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine is a derivative of L-cysteine, commonly used in peptide chemistry. It has the CAS number 86060-81-3 and contains a fluorenylmethoxy carbonyl (Fmoc) protecting group. This compound is known for its stability and utility in solid-phase peptide synthesis. Its molecular formula is C19H27N3O5S, and it typically appears as a white to off-white solid with a high melting point.

What are the main uses of S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3)?

S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3) is primarily used in the synthesis of peptides and proteins. It serves as a protected amino acid, especially in solid-phase peptide synthesis (SPPS), where the Fmoc group allows for selective deprotection. Additionally, it finds applications in pharmaceutical research, bioconjugation, and as a building block in drug development.

Is S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3) safe?

S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3) is generally considered safe when handled properly. However, as a chemical compound, it should be treated with caution, and appropriate safety measures such as gloves and lab ventilation should be used. It is not classified as highly toxic, but its safety data sheet (SDS) should be consulted for detailed handling and exposure guidelines.

How should S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3) be stored?

S-(Acetamidomethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (CAS: 86060-81-3) should be stored in a cool, dry, and dark place, ideally at 2-8°C. It is best kept in a sealed container to prevent moisture and contamination. Avoid exposure to light and ensure it is stored away from incompatible substances to maintain stability and prolong shelf life.

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