H-Cit-OtBu
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H-Cit-OtBu

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Category
L-Amino Acids
Catalog number
BAT-002105
CAS number
22468-02-6
Molecular Formula
C10H21N3O3
Molecular Weight
231.3
H-Cit-OtBu
IUPAC Name
(2S)-6-amino-2-(4-aminobutanoylamino)hexanoic acid
Synonyms
(2S)-6-amino-2-(4-aminobutanoylamino)hexanoic acid
Purity
98%
InChI
InChI=1S/C10H21N3O3/c11-6-2-1-4-8(10(15)16)13-9(14)5-3-7-12/h8H,1-7,11-12H2,(H,13,14)(H,15,16)/t8-/m0/s1
InChI Key
OCBQYJFUZHJRIU-QMMMGPOBSA-N
Canonical SMILES
C(CCN)CC(C(=O)O)NC(=O)CCCN

H-Cit-OtBu, also known as tert-Butyl (S)-2-amino-5-carbamimidamido-pentanoate, is a versatile chemical compound widely utilized in bioscience research. Here are four key applications of H-Cit-OtBu:

Peptide Synthesis: A cornerstone in peptide synthesis, H-Cit-OtBu plays a pivotal role in protecting functional groups during the intricate process of peptide bond formation. This meticulous safeguarding ensures the precise construction of peptide chains by thwarting undesirable side reactions. The tert-butyl (OtBu) group acts as a protective shield, meticulously shielded under acidic conditions, to preserve the pristine amino acid sequence.

Protein Engineering: Delving into protein engineering, H-Cit-OtBu is harnessed to embed specific citrulline residues within proteins, unlocking pathways for structural and functional analyses. Citrullination, a crucial post-translational modification entwined with autoimmune diseases and biological cascades, finds a platform for exploration through H-Cit-OtBu. By infusing synthetic peptides and proteins with H-Cit-OtBu, researchers embark on a journey to unearth the profound impact of citrullination on protein dynamics and longevity.

Bioconjugation: Within the realm of bioconjugation techniques, H-Cit-OtBu emerges as a linchpin, serving as a foundational block to craft conjugates marrying peptides with diverse biomolecules. This convergence lays the groundwork for sculpting targeted delivery systems and diagnostic marvels. The introduction of citrulline residues underpins the pivotal role in reshaping the biological potency and cellular localization of the conjugates, ushering in a new era of bioengineering finesse.

Pharmaceutical Research: As a trailblazer in pharmaceutical research, H-Cit-OtBu stands at the vanguard of synthesizing peptide-based inhibitors and therapeutic elixirs. Citrullinated peptides emerge as potent probes, delving into the labyrinthine realms of enzyme kinetics and protein interplays, enmeshed within disease pathways. This investigative journey fuels the quest for unearthing novel drug targets and orchestrating innovative therapeutic frameworks, resonating with the symphony of groundbreaking pharmaceutical discoveries.

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